Transition-Metal-Free C-S, C-Se, and C-Te Bond Formation from Organoboron Compounds

Chem Rec. 2021 Oct;21(10):2855-2879. doi: 10.1002/tcr.202100021. Epub 2021 Mar 18.

Abstract

The present review describes the successful application of organoboron compounds in transition-metal-free C-S, C-Se, and C-Te bond formations. We presented studies regarding these C-Chalcogen bond formations using organoboron reagents, such as boronic acids, boronic esters, borate anions, and several sources of chalcogen atoms/moieties. Moreover, a broad range of transition-metal-free approaches to synthesize sulfides, selenides, and tellurides were described using conventional heating methods, which are sometimes green since they use green solvents, safe reagents, among others. Furthermore, protocols using alternative energy sources, including ultrasound, microwave irradiation, photocatalysis, and electrolytic processes, were also shown to be suitable. These protocols were applied to prepare a broad scope of functionalized chalcogenides with high molecular diversity. These studies and their proposed mechanisms were also reported herein in addition to the reuse of reaction promoters.

Keywords: Alternative sources of energy; Boron reagent; Chalcogenide; Clean procedures; Transition-metal-free.