Synthesis of 1-(1H-indol-3-yl)-1,2-dihydroisoquinolines via AgOTf-catalyzed three-component reactions of 2-alkynylbenzaldehydes, amines, and indoles

J Comb Chem. 2010 Mar 8;12(2):238-44. doi: 10.1021/cc9001263.

Abstract

Three-component reactions of 2-alkynylbenzaldehydes, amines, and indoles catalyzed by AgOTf under mild conditions afford the 1-(1H-indol-3-yl)-1,2-dihydroisoquinolines in good yields. This silver-catalyzed tandem reaction is found to be workable with various indoles, anilines or alkyl amines, and 2-alkynylbenzaldehydes with electron-withdrawing groups attached on the aromatic backbone.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amines / chemistry*
  • Benzaldehydes / chemistry*
  • Catalysis
  • Indoles / chemistry*
  • Isoquinolines / chemical synthesis*

Substances

  • Amines
  • Benzaldehydes
  • Indoles
  • Isoquinolines