Sequential Synthesis of Furans from Alkynes: Successive Ruthenium(II)- and Copper(II)-Catalyzed Processes

被引：137

作者：

Zhang, Min ^{[2
,3
]}

Jiang, Huan-Feng ^{[2
]}

Neumann, Helfried ^{[1
]}

Beller, Matthias ^{[1
]}

Dixneuf, Pierre H. ^{[3
]}

机构：

[1] Univ Rostock, Leibniz Inst Katalyse eV, D-18059 Rostock, Germany

[2] S China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510640, Peoples R China

[3] Univ Rennes, CNRS, UMR 6226, Inst Sci Chim Rennes,Lab Catalyse & Organomet, F-35042 Rennes, France

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 09期

关键词：

alkynes; copper; dienyl ethers; furans; ruthenium; CATALYZED CYCLOISOMERIZATION; PROPARGYLIC ALCOHOLS; EFFICIENT; KETONES; CYCLOADDITION; 1,6-DIYNES; CYCLOTRIMERIZATION; ISOMERIZATION; HETEROCYCLES; DERIVATIVES;

D O I：

10.1002/anie.200805531

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Step in time: 2,5-Disubstituted furans can be prepared from terminal alkynes in one pot using two successive catalytic reactions (see scheme; p-TSA=para-toluene-sulfonic acid). First, a 1,3-dienyl alkyl ether is produced by the dimerization of a terminal alkyne and addition of an alcohol catalyzed by [RuCp*(NCMe)3][PF6]. Then, consecutive hydrolysis and cyclization catalyzed by CuCl2 provides the 2,5-disubstituted furan. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：1681 / 1684

页数：4

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