Sulfur(IV) in transition-metal-free cross-couplings for biaryl synthesis

Perry, Gregory J.P. and Yorimitsu, Hideki (2022) Sulfur(IV) in transition-metal-free cross-couplings for biaryl synthesis. ACS Sustainable Chemistry & Engineering, 10 (8), 2569-2586. (doi:10.1021/acssuschemeng.1c08673).

Record type: Article

Abstract

The reactivity of sulfur(IV) compounds is of great current interest among organic chemists. In this Perspective, we discuss the chemistry of sulfur(IV) (namely, sulfoxides, sulfonium salts, and sulfinates) within the area of transition-metal-free cross-couplings for biaryl synthesis. These sulfur(IV)-based methods show potential in sustainable biaryl formation and can deliver unique biaryl structures that are difficult to access by other means. This Perspective also highlights how the versatile reactivity of sulfur(IV) has helped design new reagents, mediators, and catalysts.

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e-pub ahead of print date: 16 February 2022

Published date: 28 February 2022

Additional Information: Funding Information: This work was supported by JSPS KAKENHI Grant No. JP19H00895 and by JST CREST Grant No. JPMJCR19R4. H.Y. thanks The Asahi Glass Foundation for financial support. G.J.P.P. is the recipient of a JSPS Postdoctoral Fellowship for Research in Japan (KAKENHI Grant Number JP21F21039). Publisher Copyright: © 2022 American Chemical Society

Keywords: Biaryl, Cross-coupling, Sulfonium/sulfoxide/sulfinate, Sulfur, Transition metal free