Low temperature organocopper-mediated two-component cross coupling/cycloisomerization approach toward N-fused heterocycles

Org Lett. 2008 Jun 5;10(11):2307-10. doi: 10.1021/ol8008705. Epub 2008 May 8.

Abstract

Organocopper reagents smoothly react with heterocyclic propargyl mesylates at low temperature to produce N-fused heterocycles. The copper reagent plays a "double duty" in this novel cascade transformation, which proceeds via an SN2' substitution followed by a subsequent cycloisomerization step.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Catalysis
  • Copper / chemistry*
  • Heterocyclic Compounds / chemistry*
  • Isomerism
  • Nitrogen / chemistry*
  • Organometallic Compounds / chemistry*
  • Temperature*

Substances

  • Heterocyclic Compounds
  • Organometallic Compounds
  • Copper
  • Nitrogen