Chromium-catalyzed couplings of C(aryl)-SMe bonds for accessing arylated and alkylated benzaldehyde derivatives.

Chem Commun (Camb)

Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, China.

Published: June 2022

Described here is the chromium-catalyzed cleavage of C(aryl)-SMe bonds leading to coupling with organomagnesium to give functionalized benzaldehydes under mild conditions. This reaction was promoted specifically by a low-cost and simple CrCl salt used as a precatalyst, enabling synchronous activations of -C(aryl)-SMe and '-C(aryl)-H bonds to achieve difunctionalization of benzaldimines. This work provided a strategy for accessing arylated, alkylated, and diarylated benzaldehyde derivatives as a result of the couplings of C(aryl)-SMe and C(aryl)-SMe/C(aryl)-H bonds promoted with cost-effective Cr catalysis.

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http://dx.doi.org/10.1039/d2cc01631aDOI Listing

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