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

TETRAHEDRON LETTERS

卷:53

Article

Buszek, Keith R.¹ 

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

关键词: Arynes;    Benzofurans;    Furans;    Dehydrobenzofuran;    Benzofuranyne;    Indole;    Indolyne;    Diels-Alder;    Cycloaddition;    Regioselective;   

DOI  :  10.1016/j.tetlet.2012.05.118

来源: Elsevier

【 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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