Journal of heterocyclic chemistry

Novel routes to 1??aryl??1, 4??dihydro??3 (2H)??isoquinolinones and 2??substituted or 2, 3??disubstituted benzofurans by intramolecular cyclizations

AR Katritzky, X Lan, Z Zhang

Index: Katritzky, Alan R.; Lan, Xiangfu; Zhang, Zhongxing Journal of Heterocyclic Chemistry, 1993 , vol. 30, # 2 p. 381 - 387

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Citation Number: 35

Abstract

Abstract N-(α-Benzotriazolylalkyl) arylacetamides, readily available from an arylacetamide, an aldehyde and benzotriazole, undergo intramolecular cyclization under acidic conditions to give 1-aryl-1, 4-dihydro-3 (2H)-isoquinolinones in good to excellent yields. Similarly, 2- (benzotriazol-1-yl)-2-(o-hydroxyphenyl) ethanols, obtained by lithiation of 2-(benzotriazol-1- ylmethyl) phenols followed by quenching with aldehydes or ketones, eliminate a molecule ...