Top seed Felix Auger-Aliassime crashed out of the Grand Prix Hassan II after he was beaten 6-4 2-6 7-6 (9-7) by world number 65 Alex Molcan.

Making his debut in Marrakech, Auger-Aliassime arrived off the back of an impressive start to 2022.

Indeed, the world number nine had already triumphed in Rotterdam and been runner-up to Andrey Rublev in Marseille.

But he came unstuck at the hands of the player ranked 56 places lower, with Molcan securing his first career win over a top-10 player.

The Slovakian crucially broke in game nine on the way to taking the opening set. Auger-Aliassime, who hit 10 double faults during the contest, responded by dominating the second, while the players exchanged breaks in a decider that went to a tie-break.

The top seed forced match point at 7-6 up, but Molcan held on by reeling off the next three to secure a dramatic victory.

David Goffin, meanwhile, claimed his 300th tour-level win as he came from behind to defeat three-time champion Pablo Andujar.

Andujar had seen off second seed Dan Evans in the first round but, despite making a fast start against Goffin, it was the Belgian who triumphed 5-7 7-6 (7-4) 6-3.

Federico Coria overcame Mirza Basic in straight sets, while Roberto Carballes Baena defeated Portugal's Joao Sousa 6-2 7-6 (7-4) and Richard Gasquet saw off Pavel Kotov.

Nick Kyrgios made his return to clay with a win on Tuesday, defeating Mackenzie McDonald 4-6 6-3 6-4 at the US Men's Clay Court Championships in Houston.

It was the first time Kyrgios had played on clay since his infamous meltdown at the Rome Masters in 2019, where he threw a chair across the court and walked off, handing Casper Ruud a win by default.

After a meandering first set, the Australian world number 94 sparked into life when he saved the first of two break points with a second serve ace in the third game of the second. From there, Kyrgios opened up his shoulders and became more assertive from the baseline, as well as serving 18 aces in the closing two sets.

While again admitting clay is not his favourite surface, the 26-year-old was nevertheless pleased by the manner of the win against McDonald.

"He [McDonald] beat me in Washington where I used to play pretty well, and he's a tricky one because he doesn't make too many errors, and clay's obviously not my preferred surface," he said post-match.

"I just served really well, and just started playing more aggressive and found another gear. I would slip and slide a little bit, but my game actually suits the clay quite well."

While US seventh seed Tommy Paul secured a walkover 6-7 (4-6) 7-6 (7-5) 3-2 win against Peter Gojowczyk, Chilean fifth seed and defending champion Cristian Garin also came from a set down to beat Jack Sock 4-6 6-3 7-5.

American sixth seed Frances Tiafoe faced relatively simpler work, defeating unseeded countryman Marcos Giron in straight sets 6-4 6-4.

Two all-American matches also opened play in Houston on Tuesday, with JJ Wolf securing a 6-4 6-4 win over eighth seed Jenson Brooksby in the first, and Steve Johnson defeating Denis Kudla 6-3 4-6 6-4.

Pedro Martinez secured his maiden ATP Tour title with a 4-6 6-4 6-4 victory over Sebastian Baez at the Chile Open on Sunday.

Both players were competing for their first success in Santiago, with fourth seed Martinez appearing in his second tour-level final after losing to Casper Ruud in Kitzbuhel in July.

World number 72 Martinez sat six places above his opponents in the rankings, but it was seventh seed Baez who claimed the first set before the Spaniard bounced back to send the match to a decider.

Martinez carried that second-set impetus into the final set, eventually triumphing after 2 hours and 48 minutes as he condemned Baez to just his third loss in 29 outings in Chile since the start of the 2021 season.

Andrey Rublev was crowned champion at the Open 13 Provence after downing Felix Auger-Aliassime 7-5 7-6 (7-4) in the final.

Auger-Aliassime defeated Rublev in Rotterdam last week on the way to securing his maiden ATP Tour title, though all of their past meetings had required a deciding set.

Canadian Auger-Aliassime immediately broke Rublev, but the world number seven battled back to eventually claim the first set after a tense 56-minute opening exchange.

The pair twice exchanged breaks in the following set, with Rublev failing to serve out for the match at 5-4 before saving a set point at 5-6 down.

Rublev rallied from that point onwards, however, claiming his ninth tour-level triumph after a second set tie-break.

The Russian will look to become just the third man in the tournament's 30-year history to win the singles and doubles titles in the same edition when he takes to the court with Ukraine's Denys Molchanov in the doubles final.

Spanish teenager Carlos Alcaraz secured a spot in the Rio Open final after knocking off top seed Matteo Berrettini followed by countryman Fabio Fognini on Saturday.

Several quarter-finals were squeezed into Saturday's schedule alongside evening semi-finals following Friday's ranout, forcing Alcaraz to play twice along with Diego Schwartzman who also progressed to Sunday's decider.

Alcaraz first defeated top seed and 2021 Wimbledon finalist Berrettini in three sets, triumphing 6-2 2-6 6-2 in two hours and two minutes.

The 18-year-old Spanish seventh seed, who reached last year's US Open quarter-finals, backed that up with a straight-sets win over Fognini, 6-2 7-5.

"It means a lot to me," Alcaraz said post-match. "I surprised myself to be able to win two matches in a row in the same day. It's tough to win one match, two is even tougher."

Third seed Schwartzman got past fellow Argentine Francisco Cerundolo 7-6 (7-4) 6-3 in a two-hour-and-two-minute semi-final, having won through earlier in the day 7-6 (7-3) 4-6 6-4 against Pablo Andujar.

The top two seeds will meet in the Delray Beach Open final in Florida after wins by Cameron Norrie and Reilly Opelka on Saturday.

First seed Norrie got past American fourth seed Tommy Paul 6-3 6-3 in one hour and 16 minutes. Norrie had endured a slow start to the calendar year, but will now play for a third ATP Tour title.

Second seed Opelka had a tougher outing, needing three hours to overcome John Millman 7-6 (10-8) 6-7 (3-7) 7-6 (7-4). In a match which only saw two breaks of serve,

Opelka, who won last week's Dallas Open title, sent down 16 aces and won 82 per cent of his first serve.

Roberto Bautista Agut ended his title drought by gaining revenge over Nikoloz Basilashvili in the final of the Qatar Open on Saturday.

Basilashvili beat Bautista Agut in the championship match in Doha last year, but the Spaniard came out on top on this occasion, winning 6-3 6-4.

The experienced second seed had not won a tournament since he was crowned Qatar Open champion in 2019, before repeating that feat with a straight-sets success.

Bautista Agut came from a break down in both sets to win the 10th ATP title of his career at the expense of the third seed from Georgia.

The 33-year-old world number 16 dropped only one set this week en route to getting his hands on another trophy.

He said: "It was a really tough final. This year we played without wind, which was much better for me.

"It was not easy to recover after a really tough battle yesterday [in a semi-final win over Karen Khachanov], but I think I did a good job today.

"It is my 10th ATP Tour title and I am very happy."

Top seed Cameron Norrie is through to the semi-finals of the Delray Beach Open after beating Sebastian Korda in three sets.

Norrie eventually overcame the American fifth-seed after a final set tie-break, winning 6-2 1-6 7-6 (7-4).

The Brit's tenacity was key, saving seven of 10 break points, and he will now face another American, Tommy Paul, in the final four in Florida after he beat qualifier Stefan Kozlov 6-3 6-1.

The other semi-final will be contested between Reilly Opelka and John Millman after they bested Adrian Mannarino and Grigor Dimitrov respectively.

Opelka was taken to a third set by his French opponent before winning 7-6 (7-2) 3-6 6-1, hitting 19 aces on his way to victory.

Millan proved too good for third seed Dimitrov winning 6-4 6-4 in an hour and 34 minutes where the Australian's return was a highlight.

At the Rio Open, rain washed out many of the scheduled matches on Friday, with Diego Schwartzman against Pablo Andujar and Miomir Kecmanovic against Francisco Cerundolo both cancelled.

Matteo Berrettini and Thiago Monteiro were finally able to finish their round of 16 match at 11.35pm local time, with the Italian securing victory 6-4 6-7 (6-8) 6-3.

He will play seventh seed Carlos Alcaraz who overcame Federico Delbonis 6-4 7-6 (7-1) after their match was pushed back, starting not long prior to midnight local time.

Roberto Bautista Agut followed two sprints with a gruelling slog as he battled past Karen Khachanov to reach the final of the Qatar Open.

Spanish second seed Bautista Agut had dashed past Andy Murray and Alejandro Davidovich Fokina for the loss of just three games in Doha, but Khachanov proved far more obdurate.

After a slow start, eventually Bautista Agut picked up the pace and emerged a 2-6 6-3 7-5 winner in two hours and 24 minutes of toil, earning a shot at Georgia's Nikoloz Basilashvili in Saturday's final.

Bautista Agut praised Russian Khachanov for making him scrap for the win.

"He was playing very fast," said Bautista Agut, quoted on the ATP website. "He was playing very solidly, he was defending very well and he hit many unbelievable passing shots. I had to play incredibly well tonight. I enjoyed tonight so much."

Third seed Basilashvili is the defending champion this week and made light work of France's Arthur Rinderknech, tying up a 6-4 6-2 victory.

In Marseille, Greek top seed Stefanos Tsitsipas was stunned by Russian qualifier Roman Safiullin in the Open 13 quarter-finals. World number 163 Safiullin had a staggering 13 break points against the under-performing Tsitsipas serve, and although 11 of those were saved, the two that were not decided the match.

Safiullin, for his part, faced one break point and saved it on the way to a 6-4 6-4 victory. He made his presence felt at the ATP Cup in Australia at the start of the year and, although results have been disappointing since, the 24-year-old is doing well again in France this week.

Next for Safiullin will be last week's Rotterdam champion Felix Auger-Aliassime, who saw off Belarusian Ilya Ivashka 6-3 6-4 in the last match of the day. After losing his first eight finals on the ATP Tour, Auger-Aliassime may well be closing in on a second title in eight days.

Saturday's other semi-final will see Russian second seed Andrey Rublev tackle Frenchman Benjamin Bonzi, who reached the last four of a main-tour event for the first time by crushing Aslan Karatsev 6-1 6-3.

Rublev dug deep to edge out French wildcard and former top-10 player Lucas Pouille 6-3 1-6 6-2.

Favourites Reilly Opelka and Grigor Dimitrov joined top seed Cameron Norrie in the quarter-finals of the Delray Beach Open after victories on Thursday.

With Norrie having already set up a quarter-final against last year's runner-up Sebastian Korda, the Briton was joined in the last eight by the second and third seeds. 

Grigor Dimitrov defeated Mitchell Krueger to mark his first appearance since a disappointing second-round exit at the Australian Open in style.

The Bulgarian won 7-6 (7-4) 6-3, with Serena and Venus Williams watching on from the crowd in far from ideal conditions in Florida.

"It's always very tough [in your opening match], especially playing the last match on," Dimitrov said.

"I've been here for a week already and I was eager to get out there and play. Today was just a match I had to get through. Very tough conditions: rain, wind, cold, hot. It is what it is, and you've got to deal with it."

Opelka, who won the tournament in 2020, went the distance against fellow American Jack Sock, eventually prevailing 6-7 (6-8) 7-6 (7-4) 6-1. 

He will face Adrian Mannarino in the last eight, after the Frenchman's 6-4 2-6 7-5 defeat of Brandon Nakashima. Dimitrov will play Australian John Millman.

At the Rio Open, only two of the four scheduled matches were completed due to rain.

Qualifier Miomir Kecmanovic dispatched sixth seed Lorenzo Sonego 7-5 6-4, while Francisco Cerundolo overcame Roberto Carballes Baena.

Top seed Matteo Berrettini's clash with Brazilian Thiago Monteiro was pushed back to Friday, while Carlos Alcaraz will resume his match against Federico Delbonis in a strong position in the first set.

Diego Schwartzman felt he played "an almost perfect match" to overcome Pedro Martinez in straight sets and reach the quarter-finals of the Rio Open.

The third seed advanced with a 6-1 6-1 victory, though that does not quite tell the whole story as the second game of the first set lasted a mammoth 24 minutes and 40 seconds.

Martinez saved eight break points in that lengthy game before finally being outdone by Schwartzman, who will now face another Spaniard in Pablo Andujar.

Incredibly, Martinez won 31 points in the first set but just one game.

"It was unbelievable," Schwartzman said. "This was probably the longest game in the history of the tournament 

"I don't remember anything like this before. I played an almost perfect match, I played against an opponent that had as much confidence as me."

Andujar beat Albert Ramos-Vinolas 7-5 5-7 6-3, while fourth seed Pablo Carreno-Busta lost 5-7 6-4 6-3 to Fabio Fognini in the shock of the day.

Federico Coria awaits Fognini after following up his surprise win over defending champion Cristian Garin with a 7-6 (7-2) 4-6 6-4 victory against Fernando Verdasco.

At the Delray Beach Open, top seed Cameron Norrie beat Oscar Otte 6-3 7-5 and will face Sebastian Korda, who saw off Andreas Seppi 7-5 6-3, for a place in the semi-finals.

Tommy Paul and Stefan Kozlov are also through to the final eight in Florida after beating Denis Istomin and Steve Johnson respectively in straight sets.

Andy Murray suffered one of the heaviest losses of his career in the second round of the Qatar Open, while Andrey Rublev escaped an early exit at the Open 13. 

Former world number one Murray went down 6-0 6-1 to last year's runner-up Roberto Bautista Agut in Doha on Wednesday. 

It was just the fourth occasion in which the three-time major champion has lost a match while winning only one game or fewer in his career – the last time being a defeat by the same scoreline to Roger Federer at the ATP Finals in 2014. 

Murray's fellow Briton Dan Evans also endured a second-round loss, going down 4-6 7-5 6-4 to Alejandro Davidovich Fokina – Bautista Agut's next opponent. 

Denis Shapovalov bounced back from his first-round loss to Jiri Lehecka in Rotterdam last week by dropping just eight points on serve as he claimed a 6-4 6-0 victory over Alex Molcan inside 52 minutes. 

Next up for the Canadian will be Arthur Rinderknech after the Frenchman came from a set down to defeat seventh seed Alexander Bublik 6-7 (5-7) 6-1 6-4. 

Nikoloz Basilashvili faced little trouble in overcoming Elias Ymer 6-4 7-5 and his reward is a quarter-final against Marton Fucsovics, who got the better of Kwon Soon-woo. 

Karen Khachanov and Marin Cilic will meet in the last eight after they respectively eliminated Emil Ruusuvuori and Botic van de Zandschulp. 

In Marseille, second seed Rublev was made to work hard for a place in the Open 13 quarter-finals by home hope Richard Gasquet. 

Gasquet went a break up in the third set and, after surrendering his advantage, stopped Rublev serving out the match to force a tie-break. 

However, the world number seven did not waste his next opportunity as he sealed a 4-6 6-4 7-6 (7-3) success. 

Aslan Karatsev also booked his place in the last eight, while there were wins for Frenchmen Benjamin Bonzi and Lucas Pouille too. 

Defending champion Cristian Garin was victim of the biggest shock of Tuesday's play at the Rio Open.

Fifth seed Garin – winner of the most recent edition in 2020 – exited a second consecutive tournament at the first-round stage after he was humbled by Federico Coria.

Coria had defeated the fifth seed, Dusan Lajovic, at last week's Argentina Open, too, but was particularly impressive on Tuesday.

A stunning 6-2 6-0 win was sealed in an hour and 16 minutes.

Coria fended off two break points midway through the first set and then won the remaining nine games in succession in a dominant victory.

Garin was the only seed to lose in Brazil, however, as Lorenzo Sonego was on the right side of a 6-2 6-0 scoreline against 2019 winner Laslo Djere.

Fabio Fognini also advanced in straight sets, while Spanish pair Albert Ramos-Vinolas and Fernando Verdasco similarly eased through.

At the Delray Beach Open, 2021 runner-up Sebastian Korda defeated Thanasi Kokkinakis in his first match since winning the Australian Open doubles title with Nick Kyrgios.

Former champion Sam Querrey came up short against Denis Istomin.

Teenage seventh seed Carlos Alcaraz fought back from a poor set to win 2-6 6-2 6-1 over fellow Spaniard Jaume Munar at the Rio Open on Monday.

The 18-year-old struggled for rhythm in the opening set but showed composure to respond by breaking Munar early in the second set and dominating from there.

Alcaraz took the victory in two hours and 15 minutes, saving 10 of 13 break points across the match, while dropping only three games in the second and third sets.

Spaniard Pedro Martinez set up a second-round clash with third seed Diego Schwartzman after a 6-3 6-4 win over Shang Juncheng.

Pablo Andujar Alba also progressed 7-6 (7-2) 7-5 over Pablo Cuevas, while Serbian qualifier Meomir Kecmanovic accounted for local wildcard Felipe Meligeni Rodrigues Alves 6-3 6-0.

At the Delray Beach Open in Florida, Steve Johnson beat South African veteran Kevin Anderson in just over two hours, triumphing 6-2 6-7 (5-7) 6-2.

Oscar Otte got past Yoshihito Nishioka 7-6 (10-8) 6-3 to set up a second-round date with top seed Cameron Norrie, while there were only two breaks across the match as seventh seed Maxime Bressy was ousted by John Millman 6-7 (2-7) 7-6 (7-2) 7-6 (7-3).

Italian veteran Andreas Seppi beat German Peter Gojowczyk 7-5 6-4, while young American Brandon Nakashima comfortably handled Denis Kudla 6-1 6-1.

Dan Evans and Karen Khachanov made strong starts at the Qatar Open on Monday, while top seed Denis Shapovalov learned who his first opponent will be. 

After just over an hour and a half, fifth seed Evans sealed a 6-4 6-4 victory over Egor Gerasimov in their first meeting on the ATP Tour. 

Evans won 85 per cent of points behind his first serve and did not face a single break point as he advanced to the second round. Malek Jaziri or Alejandro Davidovich Fokina will be his next opponent. 

Following a tight opening set, Khachanov overcame Mackenzie McDonald 7-6 (7-3) 6-3 to continue his impressive form early in the 2022 season.

Alex Molcan came from a set down and navigated a second-set tie-break to defeat Chris O'Connell and earn a meeting with Shapovalov in the second round. 

At the Open 13 in Marseille, home hope Richard Gasquet overcame Mikael Ymer 6-4 7-5 to book a meeting with Andrey Rublev in the second round. There were also wins for Stefano Travaglia and Ilya Ivashka. 

Reilly Opelka rammed 16 aces past Jenson Brooksby on the way to victory in two tie-breaks in the all-American final of the Dallas Open.

In a battle between two of the United States' brightest young men's tennis talents, neither could find a way to break the other's serve.

That meant it came down to the shoot-out of the tie-break in each set, with Opelka sealing a 7-6 (7-5) 7-6 (7-3) victory in an hour and 51 minutes.

It gives the world number 23 a third ATP title of his career, all of which have been won in America. His previous successes came at Delray Beach and the New York Open.

This indoor showpiece on Sunday was just a second main-tour final for 54th-ranked Brooksby, a player who caught the eye in a breakout 2021 campaign, and he found Opelka's serve impenetrable, as has been the case for all-comers throughout the week.

Opelka faced just one break point in the title match, the first against his serve all week, but staved that off. He had five chances against the Brooksby serve but could also not take advantage.

Rather than power, Opelka finished off the match with finesse, hitting a backhand winner after a teasing exchange. He then described 21-year-old Brooksby as "a future top-10 player" after keeping the youngster waiting for his first ATP title.

Brooksby was ranked outside the top 300 this time last year and is poised for a first top-50 breakthrough.

The champion was delighted with his own game, with Opelka saying at the trophy presentation: "I thought I played very well under pressure, especially against a great player like Jenson.

"He makes you very uncomfortable and he took me out of my comfort zone a lot of the match today. I really had to play my best tennis to get by and I barely did."

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