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Paper | Regular issue | Vol 57, No. 3, 2002, pp.465-476
Published online, 1st January, 1970
DOI: 10.3987/COM-01-9411
Practical Syntheses of 5-Trifluoromethyl-1H-indoles

Jean-Gilles Parmentier, Guillaume Poissonnet, and Solo Goldstein*

*Chemistry Research Division A, Institut de Recherches Servier, 11 rue des Moulineaux, 92150 Suresnes, France

Abstract

Short and convenient syntheses of 5-trifluoromethyltryptamine and 5-trifluoromethyltryptophole have been realized via a regioselective, palladium catalyzed, coupling/annulation method involving functionalized alkynes and 2-iodo-4-trifluoromethylaniline. A new and improved approach for the preparation of 5-trifluoromethyl-1H-indole is also described.