Regioselectivity of Diels-Alder reactions between 6,7-dehydrobenzofuran and 2-substituted furans

被引：17

作者：

Brown, Neil

Buszek, Keith R. ^{[1
]}

机构：

[1] Univ Missouri, Dept Chem, Spencer Chem Labs 205, Kansas City, MO 64110 USA

来源：

TETRAHEDRON LETTERS | 2012年 / 53卷 / 31期

基金：

美国国家卫生研究院;

关键词：

Arynes; Benzofurans; Furans; Dehydrobenzofuran; Benzofuranyne; Indole; Indolyne; Diels-Alder; Cycloaddition; Regioselective; SYNTHETIC APPLICATIONS; ARYNES; INDOLYNE; CYCLIZATION; BENZOFURANS; REACTIVITY;

D O I：

10.1016/j.tetlet.2012.05.118

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We describe the first report of the generation of 6,7-dehydrobenzofuran(6,7-benzofuranyne) from 6,7-dihalobenzofurans via metal-halogen exchange and elimination, in a manner similar to our previous work with 6,7-indole arynes. This benzofuranyne undergoes highly regioselective Diels-Alder cycloadditions with 2-substituted furans. (C) 2012 Elsevier Ltd. All rights reserved.

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页码：4022 / 4025

页数：4

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