[3 + 2]-Cycloaddition reaction of sydnones with alkynes

Beilstein J Org Chem. 2018 Jun 5:14:1317-1348. doi: 10.3762/bjoc.14.113. eCollection 2018.

Abstract

This review covers all known examples of [3 + 2]-cycloaddition between sydnones and both terminal as well as internal alkynes/cycloalkynes taken from literature since its discovery by Huisgen in 1962 up to the current date. Except enumeration of synthetic applications it also covers mechanistic studies, catalysis, effects of substituents and reaction conditions influencing reaction rate and regioselectivity.

Keywords: Cu(I) catalysis; [3 + 2]-cycloaddition; alkynes; mechanism; regioselectivity; sydnones.

Publication types

  • Review