Metal‐Free Oxidative Decarboxylative Heteroannulation of Alkynyl Carboxylic Acids with Sulfinates and tert‐Butyl Nitrite toward 2,2‐Disulfonyl‐2H‐Azirines

Abstract

AbstractA new TBAF (tetrabutylammonium fluoride)‐promoted TBHP (tert‐butyl hydroperoxide)‐mediated decarboxylative heteroannulation cascades of alkynyl carboxylic acids with sodium sulfinates and TBN (tert‐butyl nitrite) has been developed for producing 2,2‐disulfonyl‐2H‐azirines under metal‐free conditions. By employing readily available tert‐butyl nitrite as the nitrogen source, the method enable the formation of four new chemical bonds in a single reaction through decarboxylation, sulfonylatyion and nitrogen‐incorporation annulation cascades, and provides an efficient access to disulfonylated 2H‐azirines.