Coco Gauff defeated Zhang Shuai in straight sets, while Nick Kyrgios got the better of defending champion Daniil Medvedev in four.
After losing the first set 6-1 to Madison Keys, Veronika Kudermetova made a superb comeback and won the remaining two sets 6-3, 6-1.
Naomi Osaka had not played anywhere since a first-round loss to Amanda Anisimova at the French Open on May 23.
Naomi Osaka trailed in the first set when a woman in the stands passed derogatory remark on her. The Japanese star lost 6-0, 6-4.
Iga Swiatek defeated 11th-seeded Jessica Pegula 6-3, 6-2 at the French Open 2022 quarterfinals. She will next meet Daria Kasatkina.