Gallium(III)-catalyzed tandem cycloisomerization/Friedel-Crafts alkylation: a facile synthesis of 2,5-disubstituted furans

被引：5
|
作者：
Reddy, B. V. Subba [1 ]
Reddy, B. Bramha [1 ]
Rao, K. V. Raghavendra [1 ]
Yadav, J. S. [1 ]
机构：
[1] CSIR, Indian Inst Chem Technol, Hyderabad 500007, Andhra Pradesh, India
来源：
TETRAHEDRON LETTERS | 2012年 / 53卷 / 20期
关键词：
Gallium(III) chloride; 1-Alkynyl-2,3-epoxy acetates; 2,5-Disubstituted furans; Friedel-Crafts alkylation; C-BOND FORMATION; SUBSTITUTED FURANS; CATALYZED CYCLIZATION; EFFICIENT SYNTHESIS; NAPHTHALENE DERIVATIVES; POLYSUBSTITUTED FURANS; ALLENYL KETONES; ALKYNYLOXIRANES; HALIDES; ALKYNES;
D O I：
10.1016/j.tetlet.2012.02.074
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A tandem cycloisomerization/Friedel-Crafts alkylation of indoles has been achieved in a one-pot process to produce 2,5-disubstituted furans using gallium-catalyzed sequential nucleophilic addition onto metal-activated 1-alkynyl-2,3-epoxy acetates. The reaction proceeds efficiently under mild conditions with complete regioselectivity to afford the substituted furan derivatives in good yields with high diversity. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2500 / 2503
页数：4
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