ORGANOCOPPER-MEDIATED TWO-COMPONENT SN2'-SUBSTITUTION CASCADE TOWARDS N-FUSED HETEROCYCLES

Chem Heterocycl Compd (N Y). 2012 Mar 1;47(12):1516-1526. doi: 10.1007/s10593-012-0942-1.

Abstract

Organocuprates efficiently undergo reaction with heterocyclic propargyl mesylates at low temperature to produce N-fused heterocycles. The copper reagent plays a "double duty" in this cascade transformation, which proceeds through an SN2'-substitution followed by a consequent cycloisomerization step.

Keywords: allenes; cycloisomerization; indolizines; propargyl mesylates; synthetic methods.