Au(I)-catalyzed triple bond alkoxylation/dienolether aromaticity-driven cascade cyclization to naphthalenes

Chem Commun (Camb). 2014 Jun 14;50(47):6243-5. doi: 10.1039/c4cc00464g. Epub 2014 May 1.

Abstract

A novel strategy for the synthesis of multisubstituted naphthalenes was developed via a Au(i)-catalyzed alkyne alkoxylation/dienolether aromaticity-driven cascade cyclization using 1,5-enyne substrates. The functional group toleration was examined by synthesizing a series of substrates and the mechanism was also studied based on intermediates isolated through deuterium labeling experiments.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Cyclization
  • Gold / chemistry*
  • Molecular Structure
  • Naphthalenes / chemical synthesis*
  • Naphthalenes / chemistry
  • Organogold Compounds / chemistry*

Substances

  • Naphthalenes
  • Organogold Compounds
  • Gold