Selectfluor-Mediated Synthesis of beta-Acyl Allyl Sulfones/beta-Acyl Allyl Benzotriazoles from Ketones/Acetylenes, Aryl Sulfinates/Benzotriazole, and DMSO as a Dual-Carbon Synthon

A Selectfluor-mediated approach for the synthesis of beta-acyl allyl sulfones/beta-acyl allyl benzotriazoles with excellent atom economy from readily available acetophenones/aryl acetylenes, aryl sulfinates/benzotriazoles, and dimethyl sulfoxide (DMSO) is described. In this protocol, DMSO acts as a dual-carbon synthon, resulting in a transition-metal-free construction of two C-C and one C-S or two C-C and one C-N bonds in one pot. This approach is extended to generate chemically diverse compounds. Additionally, beta-acyl allyl sulfones/beta-acyl allyl benzotriazoles were prepared from acetylenes instead of acetophenones.

Automated summary

A novel method using Selectfluor mediation has been developed to synthesize β-acyl allyl sulfones/β-acyl allyl benzotriazoles from common starting materials, with the potential to generate chemically diverse compounds.