A Highly Active Catalyst for Huisgen 1,3-Dipolar Cycloadditions Based on the Tris(triazolyl)methanol-Cu(I) Structure


Oezcubukcu S. , ÖZKAL E., JİMENO C., Pericas M. A.

ORGANIC LETTERS, vol.11, no.20, pp.4680-4683, 2009 (Journal Indexed in SCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 11 Issue: 20
  • Publication Date: 2009
  • Doi Number: 10.1021/ol9018776
  • Title of Journal : ORGANIC LETTERS
  • Page Numbers: pp.4680-4683

Abstract

A new tris(1-benzyl-1H-1,2,3-triazol-4-yl)methanol ligand 3 has been prepared by a triple Cu(I)-catalyzed alkyne-azide 1,3-dipolar cycloaddition (CuAAC). Ligand 3 forms a stable complex with CuCl, which catalyzes the Huisgen 1,3-dipolar cycloaddition on water or under neat conditions. Low catalyst loadings, short reaction times at room temperature, and compatibility with free amino groups make 3-CuCl an outstanding catalyst for CuAAC.