Intramolecular Heck reaction of 2-and 3-iodoindole derivatives for the synthesis of β-and γ-carbolinones

EM Beccalli, G Broggini, A Marchesini, E Rossi

Index: Beccalli, Egle M; Broggini, Gianluigi; Marchesini, Alessandro; Rossi, Elisabetta Tetrahedron, 2002 , vol. 58, # 33 p. 6673 - 6678

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Citation Number: 36

Abstract

As a part of our ongoing interest in developing new synthetic strategies for the construction of carbolines, 1 we focused our attention on the intramolecular Heck reaction of 2-iodo-1H-indole -3-carboxylic acid allyl-amide and 3-iodo-1H-indole-2-carboxylic acid allyl-amide derivatives to obtain β- and γ-carbolinone derivatives. The Heck reaction, a palladium catalysed coupling reaction of an aryl or a vinyl halide with an alkene, is a highly efficient and mild procedure ...