Gold(I)-catalyzed tandem transformation: a simple approach for the synthesis of pyrrolo/pyrido[2,1-a][1,3]benzoxazinones and pyrrolo/pyrido[2,1-a]quinazolinones

J Org Chem. 2010 May 21;75(10):3274-82. doi: 10.1021/jo100228u.

Abstract

We have developed a simple method for the synthesis of pyrrolo/pyrido[2,1-a][1,3]benzoxazinones and pyrrolo/pyrido[2,1-a]quinazolinones from 2-amino benzoic acids and 2-amino benzamides via a gold(I)-catalyzed tandem coupling/cyclization process. The tricyclic or polycyclic molecular architectures were constructed in one pot with the formation of three new bonds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzoxazines / chemical synthesis*
  • Benzoxazines / chemistry
  • Catalysis
  • Gold / chemistry*
  • Molecular Structure
  • Quinazolinones / chemical synthesis*
  • Quinazolinones / chemistry
  • Stereoisomerism

Substances

  • Benzoxazines
  • Quinazolinones
  • Gold