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

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• 作者：B.V. Subba Reddy ; ^{basireddy@iict.res.in} ; B. Bramha Reddy ; K.V. Raghavendra Rao ; J.S. Yadav^&dagger ;
• 关键词：Gallium(III) chloride ; 1-Alkynyl-2 ; 3-epoxy acetates ; 2 ; 5-Disubstituted furans ; Friedel&ndash ; Crafts alkylation
• 刊名：Tetrahedron Letters
• 出版年：2012
• 期刊代码：109_00404039
• 类别：ch
• 出版时间：16 May, 2012
• 卷：53
• 期：20
• 页码：2500-2503
• 文件大小：1311 K

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.