Selectfluor-Mediated Synthesis of β-Acyl Allyl Sulfones/β-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 Selectfluor-mediated method was developed to synthesize beta-acyl allyl sulfones/beta-acyl allyl benzotriazoles with excellent atom economy using readily available acetophenones/aryl acetylenes, aryl sulfinates/benzotriazoles, and dimethyl sulfoxide (DMSO). In this protocol, DMSO acts as a dual-carbon synthon, allowing for 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 method can also generate chemically diverse compounds by using acetylenes instead of acetophenones.