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

被引：72

作者：

Pudlo, Marc ^{[1
]}

Csanyi, Dorottya ^{[2
]}

Moreau, Fabien ^{[1
]}

Hajos, Gyorgy ^{[2
]}

Riedl, Zsuzsanna ^{[2
]}

Sapi, Janos ^{[1
]}

机构：

[1] Univ Reims, Fac Pharm, CNRS 2715, FRE,IFR 53 Biomol, F-51096 Reims, France

[2] Hungarian Acad Sci, Chem Res Ctr, Inst Biomol Chem, H-1525 Budapest, Hungary

来源：

TETRAHEDRON | 2007年 / 63卷 / 41期

关键词：

indole-heterocycles; azido-2-bromobenzene; Suzuki-Miyaura cross-coupling; nitrene insertion;

D O I：

10.1016/j.tet.2007.07.068

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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-alpha-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, followed by simple functional group transformations. (C) 2007 Elsevier Ltd. All rights reserved.

引用

页码：10320 / 10329

页数：10

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