Decarbonylative Sulfide Synthesis from Carboxylic Acids and Thioesters via Cross-Over C-S Activation and Acyl Capture.

ABSTRACT: A method for the synthesis of sulfides from carboxylic acids via thioester C-S activation and acyl capture has been accomplished, wherein thioesters serve as dual electrophilic activators to carboxylic acids as well as S-nucleophiles through the merger of decarbonylative palladium catalysis and sulfur coupling. This new concept engages readily available carboxylic acids as coupling partners to directly intercept sulfur reagents via redox-neutral thioester-enabled cross-over thioetherification. The scope of this platform is demonstrated in the highly selective decarbonylative thioetherification of a variety of carboxylic acids and thioesters, including late-stage derivatization of pharmaceuticals and natural products. This method operates under mild, external base-free, operationally-practi

SUBMITTER: Liu C 

PROVIDER: S-EPMC8570612 | biostudies-literature | 2021 Sep

REPOSITORIES: biostudies-literature