An efficient synthesis of new C-2 aryl substituted quinolines based on three component imino Diels-Alder reaction

Mol Divers. 2006 Feb;10(1):29-37. doi: 10.1007/s11030-006-2344-8.

Abstract

New effective approach to the synthesis of a wide variety of C-2 nitro or aminophenyl substituted quinolines was reported using diverse intermediate 4-(2-oxopyrrolinidyl-1)-tetrahydroquinolines that were prepared by a three component imino Diels-Alder reaction was reported. The key aromatisation process occurs cleanly with the loss of the 2-oxopyrrolinidyl-1 fragment.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cyclization
  • Imines / chemistry*
  • Molecular Conformation
  • Molecular Structure
  • Quinolines / chemical synthesis*
  • Quinolines / chemistry
  • Stereoisomerism

Substances

  • Imines
  • Quinolines