ORGANOCOPPER-MEDIATED TWO-COMPONENT <i>S</i><sub>N</sub>2'-SUBSTITUTION CASCADE TOWARDS <i>N</i>-FUSED HETEROCYCLES

Authors

  • D. Chernyak University of Illinois at Chicago
  • V. Gevorgyan University of Illinois at Chicago

DOI:

https://doi.org/10.1007/1321

Keywords:

allenes, indolizines, propargyl mesylates, cycloisomerization, synthetic methods

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.

Also published in Chemistry of Heterocyclic Compounds, 2011, 47 (12), pp 1516-1526

http://link.springer.com/article/10.1007/s10593-012-0942-1

 

Published

2013-12-06

Issue

Section

Original Papers