Synthesis of Thiazole-fused Tricyclic Quinazolinone Alkaloids and Their Derivatives

Author:

Besson ThierryORCID,Broudic NathanORCID,Layec Corentin,Fruit Corinne

Abstract

AbstractThe synthesis of thiazole-fused derivatives of tricyclic quinazolinones hitherto undescribed was successfully achieved by replacing anthranilic acid or its derivatives by isomeric polyfunctionalized benzothiazole analogues of anthranilic methyl esters. Some of the new heterocyclic systems are inspired by natural alkaloids such as mackinazolinone, deoxyvasicinone, and isaindigotone, showing interesting biological properties. The microwave-assisted method developed is a variant of the Niementowski reaction and was also applied to the synthesis of ring-extended rutaecarpine derivatives.

Funder

Université de Rouen

Institut National des Sciences Appliquées Rouen

Centre National de la Recherche Scientifique

European Regional Development Fund

XL-Chem Graduate School of Research

Région Normandie

Ministère de l’Enseignement supérieur, de la Recherche et de l’Innovation

Publisher

Georg Thieme Verlag KG

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