Efficient synthesis of quinazolinones as intermediates of CNS agents via inverse-electron demand Diels-Alder reaction

Enaminones Undergo inverse electron demand Diels-Alder reaction with 1,3,5-triazine, allowing access to functionalised quinazolinones as intermediates in the synthesis of CNS agents. This reaction is highly dependent of the solvent: 1,3,5-triazine undergoes single or double [4+2] cycloadditions with enaminones, and quinazolinones or acridinediones can be selectively obtained. (C) 2002 Elsevier Science Ltd. All rights reserved.