Tetrahedron

First Suzuki–Miyaura type cross-coupling of ortho-azidobromobenzene with arylboronic acids and its application to the synthesis of fused aromatic indole-heterocycles

M Pudlo, D Csányi, F Moreau, G Hajós, Z Riedl, J Sapi

Index: Pudlo, Marc; Csanyi, Dorottya; Moreau, Fabien; Hajos, Gyoergy; Riedl, Zsuzsanna; Sapi, Janos Tetrahedron, 2007 , vol. 63, # 41 p. 10320 - 10329

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Citation Number: 38

Abstract

A short synthesis of some fused indole-heterocycles has been achieved via Pd-catalyzed cross-coupling reactions between azido-2-bromobenzene and arylboronic acids and subsequent thermally induced nitrene insertion. Additionally, 4-amino-α-carboline, a versatile intermediate toward grossularine analogs has also been prepared by Suzuki– Miyaura cross-coupling of 4-pivaloylaminopyridine-3-boronic acid with 2-bromoaniline, ...