Tetrahedron

A base-modulated chemoselective synthesis of 3-cyanoindoles or 4-cyanoquinolines using a palladium-catalyzed N-heterocyclization

SR Banini, MR Turner, MM Cummings, BCG Söderberg

Index: Banini, Serge R.; Turner, Michael R.; Cummings, Matthew M.; Soederberg, Bjoern C.G. Tetrahedron, 2011 , vol. 67, # 20 p. 3603 - 3611

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Citation Number: 15

Abstract

Abstract A selective methodology for the synthesis of either 3-cyanoindoles or 4- cyanoquinolines via a base-modulated palladium-catalyzed reductive N-heterocyclization from a common 1-cyano-1-(2-nitrophenyl)-1-alkene precursor is described. The required starting materials were prepared either by a Kosugi–Migita–Stille coupling of 2-halo-1- nitrobenzenes with a tributyl (1-alkenyl) stannane or by a vicarious nucleophilic ...