Synthesis of 2-nitroindoles via the Sundberg indole synthesis

被引：68

作者：

Pelkey, ET ^{[1
]}

Gribble, GW ^{[1
]}

机构：

[1] DARTMOUTH COLL,DEPT CHEM,HANOVER,NH 03755

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 32期

关键词：

D O I：

10.1016/S0040-4039(97)01272-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A three-step sequence has been developed for converting o-nitrobenzaldehydes into 2-nitroindoles. The key step involves the thermolysis of 2-(o-azidophenyl)nitroethylene (10) in xylenes which gives 2-nitroindole (4) in 54% yield, akin to the classic Sundberg indole synthesis. This procedure has also been utilized to synthesize 5,6-dimethoxy-2-nitroindole (14). (C) 1997 Elsevier Science Ltd.

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页码：5603 / 5606

页数：4

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