Organothianthrenium salts: synthesis and utilization

Chem Sci. 2022 Oct 7;13(46):13690-13707. doi: 10.1039/d2sc04507a. eCollection 2022 Nov 30.

Abstract

Organothianthrenium salts are a class of compounds containing a positively charged sulfur atom and a neutral sulfur atom. Over the past years, organothianthrenium salts have been emerging as attractive precursors for a myriad of transformations to forge new C-C and C-X bonds due to their unique structural characteristics and chemical behaviors. The use of the thianthrenation strategy selectively transforms C-H, C-O, and other chemical bonds into organothianthrenium salts in a predictable manner, providing a straightforward alternative for regioselective functionalizations for arenes, alkenes, alkanes, alcohols, amines and so on through diverse reaction mechanisms under mild conditions. In this review, the preparation of different organothianthrenium salts is summarized, including aryl, alkenyl and alkyl thianthrenium salts. Moreover, the utilization of organothianthrenium salts in different catalytic processes and their synthetic potentials are also discussed.

Publication types

  • Review