A novel propargylation/cycloisomerization tandem process catalyzed by a ruthenium(II)/trifluoroacetic acid system: One-pot entry to fully substituted furans from readily available secondary propargylic alcohols and 1,3-dicarbonyl compounds

被引：78

作者：

Cadierno, Victorio ^{[1
]}

Gimeno, Jose ^{[1
]}

Nebra, Noel ^{[1
]}

机构：

[1] Univ Oviedo, Fac Quim, Unidad Asociada CSIC,Dept Quim Organ & Inorgan, Inst Quim Organomet Enrique Moles, E-33071 Oviedo, Spain

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2007年 / 349卷 / 03期

关键词：

cycloisomerization; 1,3-dicarbonyl compounds; furans; propargylic alcohols; propargylic substitution reactions; ruthenium;

D O I：

10.1002/adsc.200600366

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A simple and highly efficient method for the preparation of tetrasubstituted furans starting from readily accessible propargylic alcohols and commercially available 1,3-dicarbonyl compounds has been developed. The process, which proceeds in a one-pot manner, involves the initial propargylation of the 1,3-dicarbonyl compound promoted by trifluoroacetic acid, and subsequent cycloisomerization of the resulting gamma-ketoalkyne catalyzed by the 16-electron allyl-ruthenium(II) complex [Ru(eta(3)-2C(3)H(4)Me) (CO) (dppf)] [SbF6].

引用

页码：382 / 394

页数：13

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