Solid-phase synthesis of indol-2-ones by microwave-assisted radical cyclization

被引：23

作者：

Akamatsu, H ^{[1
]}

Fukase, K ^{[1
]}

Kusumoto, S ^{[1
]}

机构：

[1] Osaka Univ, Grad Sch Sci, Dept Chem, Toyonaka, Osaka 5600043, Japan

来源：

SYNLETT | 2004年 / 06期

关键词：

radical reactions; microwave; indol-2-one; combinatorial chemistry; solid-phase synthesis;

D O I：

10.1055/s-2004-820052

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Solid-phase synthesis of indol-2-ones (2-oxindoles) by means of aryl radical cyclization of resin-bound N-(2-bromo-phenyl)acrylamides using Bu3SnH is described. Among various solvents tested, DMF was found to be the best choice for the radical cyclization inducing a reagent concentration effect of the polymer support. The reaction proceeded smoothly under microwave irradiation to give the desired indol-2-ones within a very short reaction time in comparison to conventional thermal heating. In this reaction, various indol-2-ones were synthesized by using commercially available 2-bromoanilines and acryloyl chloride derivatives.

引用

页码：1049 / 1053

页数：5

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