Roger Federer, Novak Djokovic and Rafael Nadal have paid tribute to the "charismatic" Jo-Wilfried Tsonga after the 37-year-old brought his 18-year professional career to a close.

Tsonga, who reached a career-high ranking of world number five in 2012, confirmed in April that he would retire at the culmination of his French Open campaign.

That duly came in the first round on Tuesday as he bowed out to world number eight Casper Ruud 6-7 (6-8) 7-6 (7-4) 6-2 7-6 (7-0).

He retires having won, according to Opta, 464 Tour-level matches since September 2004.

Tsonga is one of just three players, along with Andy Murray and Juan Martin del Potro, to have beaten Nadal, Federer and Djokovic while they were ranked world number one.

He is also one of three players, alongside Stan Wawrinka and Tomas Berdych, who have defeated Nadal, Federer and Djokovic at grand slams.

A video tribute was played on court after his defeat to Ruud, which featured messages from the sport's most iconic players.

Federer said: "I wanted to congratulate you on an amazing career and it was a pleasure to share the court with and play against you, even to lose against you!

"We had some great battles. Enjoy the moment in Paris with all your friends and family, in front of all your adoring spectators."

Djokovic added: "Jo is one of the most charismatic tennis players ever to play the game. I was very happy to share the court with him many times.

"We get along well and he's a really nice guy. He brought a lot of positive attention and popularity to our sport not just because of his dynamic game style, but also his charisma and his personality, so it's a big loss for professional men's tennis to have him retire.

"I wish him all the best, and he definitely should be happy about his career and his achievements. He's made his mark and his legacy in our sport."

Nadal said: "He is very charismatic. I've known him since we were kids; he is a good guy and I think he brings a lot of positive things to our sport so I'm sad to see him going but we are getting old so it's going to happen for everyone."

Speaking at a media conference after his defeat, Tsonga said he would now spend some time relaxing before focusing on the development of his tennis academy.

He said he will miss the adrenaline of playing on court, as well as how he was able to express himself completely when competing.

"It's adrenaline, to step onto a big court like this one," he said. "It's adrenaline you can feel when you have 15,000 people shouting out your name, supporting you on the court.

"This is what I'm going to miss – the contact with the crowd. And with those who have been supporting me for all these years.

"You know, in real life, it's sometimes difficult to be intense. You don't want to shock, you don't want to be too rude, you don't want to hurt somebody.

"You always try to act to be nice, to be sociable. But, you know, on the court, you can express your fever. You can express everything about you, and it's sometimes freeing."

Jo-Wilfried Tsonga brought his 18-year professional career to a close on Tuesday, after his first-round loss to Casper Ruud at the French Open.

Tsonga, who reached a high ranking of world number five, confirmed in April that he would retire at the culmination of his French Open campaign.

For the 37-year-old, that was short-lived, as he bowed out to world number eight Ruud.

Tsonga gave it his all, taking the lead and forcing a tie-break in three of the four sets, but Ruud had too much and prevailed 6-7 (6-8) 7-6 (7-4) 6-2 7-6 (7-0).

That confirmed the end of Tsonga's long career. He bows out having won, according to Opta, 464 Tour-level matches since September 2004.

Tsonga is one of just three players, along with Andy Murray and Juan Martin del Potro, to have beaten Rafael Nadal, Roger Federer and Novak Djokovic while they were ranked world number one.

He is also one of three players (also Stan Wawrinka and Tomas Berdych) who have defeated Nadal, Federer and Djokovic at grand slams.

Tsonga also became the first player since Guillermo Canas in 2002 to defeat four straight top-10 players at a Masters 1000 tournament when he triumphed in Toronto in 2014.

"It's tough for me and all the players that you're stopping. You've been an inspiration to me and so many of the other players, so thank you for the memories," Ruud told Tsonga after the match.

"[I have] so many good memories watching Jo on TV. He's such a great guy [and] nice person on and off the court. He's a good example of what a player should be."

Casper Ruud retained his Geneva Open title with a hard-fought defeat of Joao Sousa on Saturday.

Ruud had to dig deep in the deciding set, breaking Sousa when the Portuguese was serving for the title at 5-4, before going on to win 7-6 (7-3) 4-6 7-6 (7-1).

The world number nine has now won six of his last seven ATP 250 events on clay, and is the first player since Stan Wawrinka (2016 and 2017) to win more than one Geneva Open title.

Ruud served five aces in the first set on his way to edging a tie-break, but a determined Sousa was able to level in a second set in which he won eight of 11 second-service points.

It looked like Sousa would cause an upset against the tournament's second seed when serving for the match, only for Ruud to break back and use that momentum to take the win.

The Norwegian made the semi-finals at the Internazionali d'Italia last week and maintained his momentum ahead of the French Open by lifting the trophy in Switzerland.

"It was one of the craziest matches that I have ever played," he said in his on-court interview. "It was a lot of up and down. Sousa was close to winning and then suddenly everything turns around and this is tennis.

"This win feels so good, but you have to give a lot of credit to Joao because he fought back from one set down and has been playing well all week.

"It was just a matter of one or two points today and luckily they went in my favour."

At the Lyon Open, it was Cameron Norrie who emerged triumphant as the Brit beat Alex Molcan 6-3 6-7 (3-7) 6-1.

Norrie – who was beaten by Stefanos Tsitsipas in last year's final – was largely on top throughout, firing down six aces and boasting an impressive success rate of 72 per cent of first serve points won, while also saving five of seven break points against his Slovakian opponent.

The top seed could have won in straight sets, but was unable to convert two match points in the second before being forced to a decider by Molcan.

It is Norrie's second ATP title of the season and the fourth of his career. It is his first on clay as he prepares for the second grand slam of the year at Roland Garros.

"It is my first title on the clay so it means a lot to me," Norrie said. "I can't be happier with how I handled everything this week. This one feels the best so far. I don't know why, it is just so special and I couldn't be happier and am really speechless right now. It was an incredible atmosphere. Thanks to everyone for coming out.

"I had chances to close the matches in straight sets this week and get it done easier than usual and it didn't go that way and I was able to let that go and respond. In the third set I moved really well and it is nice to get over the line."

Casper Ruud is one match away from successfully retaining his Geneva Open title, while Cameron Norrie has a shot at redemption in Lyon. 

World number nine Ruud was a 7-6 (7-2) 7-5 winner against Reilly Opelka on Friday, putting him on the brink of a second ATP Tour crown of the season and a sixth in his past seven ATP 250 events on clay. 

The Norwegian made the semi-finals at the Internazionali d'Italia last week and maintained his momentum ahead of the French Open. 

He converted the match's only breakpoint in the penultimate game and sealed the deal in the next, dropping just five of 46 points behind his first serve throughout.

Ruud will take on Joao Sousa – who was the runner-up to Thomaz Bellucci in Geneva seven years ago – in the final after the Portuguese defeated Richard Gasquet 6-2 6-2. 

Norrie will also be hopeful of making up for a past final defeat after winning his last-four encounter with Holger Rune at the Lyon Open. 

The Briton was a set and a break up before Rune recovered to force a decider, which Norrie took for a 6-2 5-7 6-4 triumph in a little over two hours.

Norrie was beaten by Stefanos Tsitsipas in last year's final but it is Alex Molcan who stands between him and the trophy this time around. 

Molcan, who is yet to win a Tour-level title, claimed an impressive victory 7-6 (7-2) 6-2 win over Alex de Minaur. 

Casper Rudd set up a semi-final clash with Reilly Opelka by claiming a straight-sets win over Thanasi Kokkinakis at the Geneva Open, while Cameron Norrie made his third semi-final of 2022 at the Lyon Open.

World number eight Rudd, who claimed the title in Geneva last year with a straight-sets final win over Denis Shapovalov, overcame Kokkinakis 6-4 7-6 (7-3) on Thursday and will now face Opelka.

The American bounced back from losing the second set against Dutchman Tallon Griekspoor to claim a 6-4 3-6 6-3 win as he bids for his third title of 2022, and second seed Ruud said he was excited to pit himself against Opelka after securing his spot in the semi-finals.

"I expect it to be tough," Ruud said. "But I will do my best and see how I can do. I always enjoy playing against Reilly. He is a similar age to myself, and it will be another battle against him – hopefully it will be a good one."

Elsewhere, three-time grand slam semi-finalist Richard Gasquet followed up his shock win over Daniil Medvedev with a 6-2 6-4 victory over Kamil Majchrzak, and will face Joao Sousa for a place in the final after the Portuguese beat Ilya Ivashka 7-5 7-5.

At the Lyon Open, top seed Norrie battled to a 6-4 4-6 7-5 win over Sebastian Baez, spurning three match points before finally downing the Argentinian after a marathon two hours and 40 minutes clash.

The world number 11 will face Holger Rune in his semi-final contest after the 19-year-old came from a set down to beat Manuel Guinard 3-6 6-3 6-4.

The other semi-final in France will see fourth seed Alex de Minaur take on Alex Molcan after the Australian's quarter-final opponent Yosuke Watanuki withdrew after losing the first set 6-4, citing a back issue.

Molcan, meanwhile, downed Federico Coria 6-3 6-2 to reach the final four.

Novak Djokovic, Rafael Nadal and Carlos Alcaraz are all on the same half of the draw at the French Open, while women's world number one Iga Swiatek will face a qualifier in the first round at Roland Garros.

Djokovic, who will make his Grand Slam return having missed the Australian Open, opens in Paris against Yoshihito Nishioka, while record 21-time grand slam winner Nadal meets Australia's Jordan Thompson.

The veteran pair of Djokovic and Nadal could challenge each other in the quarter-finals in the top half of the draw, where Alcaraz could come across world number three Alexander Zverev.

Alcaraz faces a qualifier in the first round and has won 16 of his last 17 matches, with the one blemish on his remarkable run coming against Sebastian Korda, who the Spaniard could meet in the third round.

Daniil Medvedev will have to get past Argentine Facundo Bagnis in the first round, while Lorenzo Musetti stands in the way of last year's runner-up Stefanos Tsitsipas.

Medvedev and Tsitsipas are joined in the wide-open bottom half of the draw by Casper Ruud and Andrey Rublev, who meet home favourite Jo-Wilfried Tsonga and South Korea's Soonwoo Kwon respectively.

In the women's draw, 2020 champion Swiatek comes in as favourite and will look to continue her 28-match winning streak when she faces a qualifier in the first round, as does US Open winner Emma Raducanu.

The Brit will then take on Aliaksandra Sasnovich or Wang Xinyu before a potential last-16 meeting with Ons Jabeur, who first has to get past Poland's Magda Linette.

Meanwhile, Karolina Pliskova – who has a first-round clash with France's Tessah Andrianjafitrimo – could set up a quarter-final meeting with Swiatek, but the Pole may have to get past Simona Halep in the fourth round first.

Defending champion Barbora Krejcikova starts against Diane Parry, while Naomi Osaka was drawn against the in-form Amanda Anisimova, who beat the Japanese in the third round of the Australian Open.

Reigning champion Casper Ruud made a winning start to his Geneva Open title defence after defeating Benoit Paire in straight sets on Wednesday.

The world number eight triumphed in Switzerland 12 months ago with victory over Denis Shapovalov in the final, claiming the first of five ATP titles he won during an impressive campaign.

Fresh from reaching the semi-finals in Rome, the Norwegian – also a winner in Buenos Aires and a Miami runner-up this season – made a dominant start.

Although he was broken in game three of the opening set, Ruud responded immediately and a further four breaks wrapped up a commanding 6-3 6-1 victory in just 55 minutes.

Meanwhile, Reilly Opelka registered his first win on European clay this season as he saw off Christopher O'Connell.

Despite triumphing in Dallas and Houston earlier this year, Opelka has suffered first-round exits in Munich, Madrid and Rome since the latter. 

Nevertheless, the fourth seed was in fine form in Geneva, hitting 13 aces on the way to defeating the Australian qualifier.

However, there was no joy for 2021 runner-up Shapovalov as the third seed crashed out 6-4 6-7(2) 6-3 to Ilya Ivashka.

Fifth seed Nikoloz Basilashvili fell 6-4 6-3 at the hands of 2015 finalist Joao Sousa, who progresses beyond round two for the first time since reaching the Championship match seven years ago.

There were more surprise defeats in Lyon, where second seed Pablo Carreno Busta was beaten 7-5 6-3 by Federico Coria.

After taking a close opening set, the world number 59 rallied from 3-1 down in the second to reach his fourth quarter-final of the season on clay.

Karen Khachanov also bowed out to Marrakech runner-up Alex Molcan 6-2 7-6(4), while Munich champion Holger Rune built on his momentum with a 6-4 6-3 victory over Adrian Mannarino.

Novak Djokovic claimed his 1,000th ATP Tour win with a dominant victory over Casper Ruud in the semi-final of the Internazionali BNL d'Italia on Saturday.

The world number one was in fine touch, winning an imposing 40 per cent of return points on first serve as he defeated the Norweigian world number 10 6-4 6-3 and progressed to the Rome final.

The Serbian becomes the fifth player in the open era to reach 1,000 wins, joining Jimmy Connors, Ivan Lendl, Roger Federer and Rafael Nadal.

After the match, Djokovic asserted how seeing contemporaries in Federer and Nadal achieve respective milestones in 2015 and 2020 provided motivation.

"Thanks to the tournament and the crowd for celebrating the milestone with me," Djokovic said post-match.

"I've seen Roger and Rafa celebrate those milestones in the last couple of years and I was looking forward to get to that 1,000 myself. I'm really, really blessed and privileged to have that many victories on the tour.

"It's been a long time, ever since I won my first match on the tour. Hopefully I can keep going and many more victories to come."

Djokovic will look for victory 1,001 when he faces Stefanos Tsitsipas in the final, after he defeated Alexander Zverev 4-6 6-3 6-3.

The 34-year-old leads their head-to-head matchup 6-2, with the last meeting being Djokovic's epic five-set win in the French Open final last year. Djokovic also won last year's quarter-final in Rome between the two.

This final appearance makes for the Greek world number five's best result in Rome, and he is savouring his time at the Foro Italico.

"It's one of those tournaments that I think has the most history in sport," Tsitsipas said. "As you can see looking around the sides, one of the most beautiful stadiums.

"There's a lot of history playing on these courts and you feel very proud that you made your way here and are able to participate in such a historically rich event."

Novak Djokovic will face Stefanos Tsitsipas in the Internazionali BNL d'Italia final after beating Casper Ruud.in straights sets to claim his 1,000th ATP Tour win.

Djokovic secured a return to the top of the rankings by defeating Felix Auger-Aliassime on Friday and the legendary Serb, who turns 35 next week, was celebrating again in Rome on Saturday after reaching an astonishing landmark.

The 20-time grand slam champion beat Ruud 6-4 6-3 at the Foro Italico to set up a repeat of last year's French Open final, which he won by storming back from two sets down to deny Tsitsipas a maiden major triumph.

Djokovic is only the fifth man in the Open Era to reach 1,000 wins and will take his record tally of ATP Masters 1000 finals to an incredible 55 on Sunday.

A five-time winner on the clay in the Italian capital, Djokovic made a blistering start, breezing into a 4-0 lead as Ruud was unable to hold twice under huge pressure from the Serb.

Ruud warmed to the task, breaking back to reduce the deficit to 5-3, but the first set was over when the 23-year-old sliced a backhand long after being forced wide by the top seed.

Norwegian Ruud started the second set with a commanding hold to love and there were no further break points until Djokovic moved into a 4-3 lead.

Ruud had saved three break points with excellent defence on the back foot, but Djokovic was not to be denied at the fourth time of asking.

Djokovic consolidated that break to stand on the brink of the final and then broke again to seal the victory with his 20th winner of the semi-final, dispatching a forehand beyond Ruud, who he beat at the same stage of this tournament two years ago.

The Belgrade native will be out to extend his record of ATP Masters 1000 titles to 36 when he faces Greek Tsitsipas for the first time since breaking his heart at Roland Garros last season.

Felix Auger-Aliassime proved no match for Novak Djokovic, who looks well set to claim his first title of 2022.

It has been a frustrating season to date for the Serbian, who reached a final in Belgrade last month before being beaten by rising star Carlos Alcaraz in Madrid earlier in May.

Yet with Rafael Nadal out of the picture, Djokovic is the clear favourite heading into the Internazionali d'Italia semi-finals, after he beat Auger-Aliassime 7-5 7-6 (7-1) on Friday.

The win not only tees up a semi-final against Casper Ruud, who saw off Nadal's conqueror Denis Shapovalov 7-6 (9-7) 7-5, but also ensures Djokovic will spend a 370th week at the top of the ATP rankings, after he slipped below Daniil Medvedev in the live standings.

Djokovic will add 360 points to his total for reaching the last four, and he now has a milestone 1,000th Tour-level win in his sights when he takes on Ruud for a place in the final. The 34-year-old has won a record 37 Masters 1000 titles so far in his career, including five in Rome.

"I thought it was high-level tennis," Djokovic said. "[Auger-Aliassime] did ask me to raise the level and I had to play consistently well.

"I thought I could have finished the job earlier, but credit to him for fighting back. 

"I know Felix well. He's been around the top of the men's game for quite a few years. He's got a lethal serve, honestly. He's hitting his spots in the box incredibly well with the serve, and it was not easy for me at all to return.

"He's also returning well, he's moving well. He's a very complete player."

The other semi-final will see second seed Alexander Zverev, who beat Cristian Garin 7-5 6-2, take on Stefanos Tsitsipas.

Greek Tsitsipas overcame Jannik Sinner 7-6 (7-5) 6-2, becoming the first player to reach 30 wins on the ATP Tour in 2022.

"We have similar game styles but he is one of the most difficult players to play against on the Tour," Tsitsipas said, previewing his clash with Zverev.

"I have a lot of respect for him. He has achieved a lot so far and I try and look up to him with the things he has achieved."

Novak Djokovic had few issues seeing off Aslan Karatsev to reach the last 16 of the Internazionali d'Italia on Tuesday as he bids to remain world number one.

Djokovic needs to reach the semi-finals in Rome to ensure Daniil Medvedev cannot usurp him atop the ATP rankings next week, and he made a solid start with a 6-3 6-2 victory over another Russian in the second round.

Karatsev did initially pose a threat, with both players breaking at the first opportunity, but Djokovic's superiority gave him the edge in the first set and then saw him cruise in the second.

Djokovic – who will face either Stan Wawrinka or Laslo Djere next – acknowledged he undoubtedly benefited from Karatsev's wastefulness, however.

"You never know with him," Djokovic said. "If he's feeling the ball, he can be very dangerous because he stays so close to the line, puts pressure on his opponents.

"He was missing a lot of balls today, though. He gave me a couple of breaks there in the first and second sets, but I'll take this win for sure.

"It's a straight-sets win against a quality opponent, and I'm looking forward to the next challenge."

Fifth seed Casper Ruud also progressed to the last 16 but was tested by Botic van de Zandschulp, with the Norwegian eventually coming through 6-7 (4-7) 6-2 6-4.

But Andrey Rublev, who had won six of his previous seven matches, was a surprise second-round casualty as he fell to Filip Krajinovic in straight sets, with the Serbian claiming a 6-2 6-4 win.

Canadians Felix Auger-Aliassime and Denis Shapovalov were the other seeds to reach the last 16 on Tuesday. The former was pushed hard by Alejandro Davidovich Fokina in his 4-6 7-6 (7-2) 6-2 success, while the latter could face Rafael Nadal next up.

Meanwhile, across seven first-round matches, Cameron Norrie, Jannik Sinner and Diego Schwartzman were the biggest names to advance, though 11th seed Hubert Hurkacz was dumped out by the unseeded David Goffin.

Andy Murray swept aside Dominic Thiem in impressive fashion to secure his first clay-court win in five years as the Scot advanced to the second round at the Madrid Open on Monday.

The three-time grand slam champion was largely in control against his Austrian opponent, hitting nine aces and saving all three break points against his serve, while Thiem could only save one of the three he faced as Murray won 6-3 6-4.

He will now play 14th seed Denis Shapovalov after the Canadian beat Ugo Humbert 7-6 (7-1) 6-3.

The winner of that contest will have a last-16 meeting against the victor of Novak Djokovic and Gael Monfils after the latter eased into the round of 32 to set up a clash with the Serbian.

Monfils defeated wildcard Carlos Gimeno Valero 6-3 6-0 in less than an hour, while Alejandro Davidovich Fokina also advanced with a 7-5 6-3 win against Lloyd Harris.

Dusan Lajovic set up a second-round match against fifth seed Casper Ruud, who defeated Borna Coric 6-3 4-6 6-4, and ninth seed Cameron Norrie will go up against John Isner, the Briton having overcome Soonwoo Kwon 7-5 7-5.

An interesting tie awaits the much-talked about Carlos Alcaraz after Nikoloz Basilashvili beat Fabio Fognini 7-5 6-4, with the Georgian to face the number seven seeded teenager next.

Jannik Sinner, the 10th seed, scraped through a hard-fought encounter against American Tommy Paul 6-7 (4-7) 7-6 (7-4) 6-3, and will play Alex de Minaur next after the Australian beat Pedro Martinez 7-6 (7-2) 1-6 6-3.

Diego Schwartzman will take on Grigor Dimitrov in the second round. The Argentine 13th seed beat Benoit Paire 6-2 6-7 (5-7) 6-1, while Dimitrov overcame Maxime Cressy 6-2 7-6 (7-4).

Top seed Felix Auger-Aliassime fell to Sebastian Korda in the Estoril Open quarter-finals, while Casper Ruud was sent packing at the BMW Open. 

Auger-Aliassime won just 50 per cent of points behind his first serve as Korda claimed an impressive 6-2 6-2 success over the Canadian in one hour and 29 minutes. 

In the semi-finals Korda will take on fellow American Frances Tiafoe, who edged out Alejandro Davidovich Fokina 7-6 (7-5) 5-7 7-5 in a tight encounter. 

The other last-four clash will see Albert Ramos Vinolas take on Sebastian Baez. 

Ramos Vinolas bested Fernando Verdasco 6-2 6-2 to set up his meeting with Baez after the Argentine rallied from a set down to defeat Richard Gasquet 3-6 6-1 6-4. 

At the BMW Open, second seed Ruud fell to Botic van de Zandschulp in the quarter-finals. 

The Dutchman won their only previous encounter en route to the last eight at last year's US Open and he triumphed 7-5 6-1 in Munich. 

"Maybe the score is easier than it really was," said Van de Zandschulp. "The first set [was] really tight, I think. A great battle in the first one. I had some opportunities to break him in the beginning and didn't take them. Gladly [at] five-all I made the break and held the serve at 6-5. 

"[The] second set was a little bit easier, but I think I played really well today." 

Next up for Van de Zandschulp is Miomir Kecmanovic, who defeated Nikoloz Basilashvili 7-6 (7-5) 6-2. Holger Rune will continue his impressive run against Oscar Otte in the other semi-final after they overcame Emil Ruusuvuori and Alejandro Tabilo respectively. 

Felix Auger-Aliassime survived an early scare to reach the Estoril Open quarter-finals with victory over Carlos Taberner on Thursday.

The top seed is targeting a second title of 2022, having already triumphed in Rotterdam earlier in the campaign.

However, his quest looked in doubt when Taberner dominated the opening set 6-1.

But the world number 10 responded in equally commanding fashion; controlling the next two sets to prevail a 1-6 6-2 6-2 victor.

Auger-Aliassime, who also overcame Taberner in Barcelona last week, will play Sebastian Korda in the last eight after the American beat Benjamin Bonzi 6-3 6-3.

Meanwhile, Santiago finalist Sebastian Baez is through to his third quarter-final of 2022. The world number 59 recovered from a set down to deny third seed Marin Cilic 1-6 6-1 6-4.

Richard Gasquet awaits after the 2015 champion beat Hugo Dellien 7-6 (7-5) 6-2.

Over in Munich, second seed Casper Ruud took a while to find his groove before overcoming Slovakia's Alex Molcan 3-6 6-4 6-4.

Following Alexander Zverev's exit on Wednesday, the Norwegian is the highest remaining seed and is targeting a second title of the season having triumphed in Buenos Aires two months ago.

Next up for him is Botic van de Zandschulp, who won 86 per cent of his points on first serve as he defeated Egor Gerasimov 6-2 6-3.

Meanwhile, Oscar Otte stunned third seed Reilly Opelka 7-6 (7-4) 6-2 to reach his second quarter-final in as many weeks, having also reached that stage in Belgrade.

The German will play Cordoba runner-up Alejandro Tabilo, who advanced following the retirement of opponent Hugo Gaston through injury. 

Alexander Zverev will play Holger Rune and Casper Ruud is set to face Alex Molcan in the round of 16 at the BMW Open.

Zverev and Ruud – the number one and two seeds respectively – received byes in the round of 32, with Danish wildcard Rune defeating Jiri Lehecka 7-6 (7-4) 6-3 to advance in Munich on Monday, and Molcan beating fellow Slovakian Norbert Gombos 6-1 3-6 7-6 (9-7).

Teenager Rune had won his opening match in four of his past five tour-level events ahead of the tournament and extended that run with relative ease.

There were no problems for seventh seed Miomir Kecmanovic as he overcame Max Hans Rehberg in straight sets, 6-2 6-3, and he will face Daniel Altmaier in the last 16 after he beat his German compatriot Philipp Kohlschreiber 7-6 (7-5) 3-6 6-1.

Emil Ruusuvuori is also through after beating Japanese opponent Yoshihito Nishioka 7-6 (7-5) 7-5, and the Finn will now go up against the winner of Dan Evans and Maxime Cressy.

At the Estoril Open, Alejandro Davidovich Fokina, who reached the final in Monte Carlo earlier this month, will face fellow Spaniard Bernabe Zapata Miralles next after he overcame Federico Coria 6-4 6-3.

Fifth seed Frances Tiafoe secured a victory against Dusan Lajovic, with the American coming from a set down to win 2-6 7-5 6-0, and up next for him is Nuno Borges in the last 16.

Borges advanced after opponent Pablo Andujar retired hurt in the second set, although the Portuguese was already a set and 3-0 up at the time, while Soonwoo Kwon eased past Benoit Paire in straight sets.