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The Preparation of Diaryl Sulfoxinium Triflates and Their Application in Palladium-Catalyzed Cross-Coupling Reactions.

ABSTRACT: Treatment of N-methyl-S,S-diaryl sulfoximines with methyl trifluoromethanesulfonate provides bench-stable sulfoxinium salts in excellent yields. Applying them in Sonogashira-, Heck- and Suzuki-type cross-coupling reactions leads to the corresponding products by sequential C-S bond cleavage and C-C bond formation. Electronic factors induced by substituents on the S-aryl groups govern the coupling efficiency.

SUBMITTER: Wang C 

PROVIDER: S-EPMC9804342 | biostudies-literature | 2022 Oct

REPOSITORIES: biostudies-literature

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The Preparation of Diaryl Sulfoxinium Triflates and Their Application in Palladium-Catalyzed Cross-Coupling Reactions.

Wang Chenyang C   Wang Xianliang X   Kong Deshen D   Truong Khai-Nghi KN   Rissanen Kari K   Bolm Carsten C  

Chemistry, an Asian journal 20220829 19

Treatment of N-methyl-S,S-diaryl sulfoximines with methyl trifluoromethanesulfonate provides bench-stable sulfoxinium salts in excellent yields. Applying them in Sonogashira-, Heck- and Suzuki-type cross-coupling reactions leads to the corresponding products by sequential C-S bond cleavage and C-C bond formation. Electronic factors induced by substituents on the S-aryl groups govern the coupling efficiency. ...[more]

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