Solvent-Controlled Cascade Reaction of SeO2, Sulfonyl Hydrazides and Alkynes for Chemoselective Access to Symmetric Divinyl Sulfones Substituted Seleniums and Diseleniums

Org Lett. 2025 Jan 3. doi: 10.1021/acs.orglett.4c04358. Online ahead of print.

Abstract

A solvent-controlled unprecedented tandem reaction of readily accessible SeO2, a wide variety of sulfonyl hydrazides, and alkynes has been established for the chemodivergent construction of structurally complex 1,2-bis((E)-1-aryl-2-arylsulfonylvinyl)diselanes and bis((E)-1-aryl-2-(arylsulfonyl)vinyl)selanes via a catalyst-free one-pot three-component approach, respectively. The adjustable and controlled synthetic strategy shows good yields and chemoselectivities for most substrates under mild and simple conditions.