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12-Acylindolo[1,2-c]quinazolines by palladium-catalyzed cyclocarbonylation of o-alkynyltrifluoroacetanilides
Authors:Battistuzzi Gianfranco  Cacchi Sandro  Fabrizi Giancarlo  Marinelli Fabio  Parisi Luca M
Institution:Dipartimento di Studi di Chimica e Tecnologia delle Sostanze Biologicamente Attive, Università degli Studi La Sapienza, P.le A. Moro 5, 00185 Rome, Italy.
Abstract:6-Trifluoromethyl-12-acylindolo1,2-c]quinazolines are prepared in high yield through the palladium-catalyzed reaction of bis(o-trifluoroacetamidophenyl)acetylene with aryl or vinyl halides and triflates. The reaction, which tolerates a variety of important functional groups, probably involves the formation of a 3-acyl-2-(o-trifluoroacetamidophenyl)indole intermediate, followed by its cyclization to the indoloquinazoline product. reaction: see text]
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