Tetrahedron

Synthesis of 7H-indolo [2, 3-c] quinolines: study of the Pd-catalyzed intramolecular arylation of 3-(2-bromophenylamino) quinolines under microwave irradiation

S Hostyn, BUW Maes, G Van Baelen, A Gulevskaya…

Index: Hostyn, Steven; Maes, Bert U.W.; Van Baelen, Gitte; Gulevskaya, Anna; Meyers, Caroline; Smits, Koen Tetrahedron, 2006 , vol. 62, # 19 p. 4676 - 4684

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Citation Number: 53

Abstract

D-ring substituted 5-methyl-5H-indolo [2, 3-c] quinolines () have been synthesized in three steps starting from commercially available 3-bromoquinoline () and 2-bromoanilines (). The methodology consists of two consecutive palladium-catalyzed reactions: a selective Buchwald–Hartwig amination followed by a regioselective intramolecular Heck-type reaction. The latter step has been investigated under microwave irradiation. Heating at ...