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■ 4-Alkylcarbonylmethylideneisoquinolines. A Synthetic and Mechanistic Study

Isabel Moreno, Raul SanMartin, Imanol Tellitu,and Esther Domínguez*

*Kimika Organikoa Saila, Zientzi Fakultatea, Euskal Herriko Unibertsitatea, Vasco, P.O. Box 644, 48080-Bilbao, Basque Country, Spain

Abstract

An efficient preparation of 4-alkylcarbonylmethylideneisoquinoline derivatives via a modification of Jones oxidation and alkene acylation conditions is reported. In addition, evidence on the mechanism involved in the formation of 12-alkylbenzo[c]phenanthridines from 3-aryl-4-methylideneisoquinolines is presented.