4.4 Article

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

Journal

TETRAHEDRON LETTERS
Volume 43, Issue 19, Pages 3551-3554

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(02)00563-4

Keywords

Diels Alder reactions; enamino ketones; quinazolinones triazines

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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.

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