Efficient synthesis of trisubstituted alkenes in an aqueous-organic system using a versatile and recyclable Rh/m-TPPTC catalyst

被引：52

作者：

Genin, E ^{[1
]}

Michelet, V ^{[1
]}

Genêt, JP ^{[1
]}

机构：

[1] ENSCP, Lab Synth Select Organ & Produits Nat, UMR 7573, F-75231 Paris 05, France

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 21期

关键词：

water-soluble ligand; boronic acids; alkynes; recyclable rhodium/m-TPPTC system; biphasic system;

D O I：

10.1016/j.tetlet.2004.03.136

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We have found that the use of [Rh(cod)OH](2) associated with the water-soluble ligand m-TPPTC was highly efficient for the Rh-catalyzed arylation of alkynes. Aryl and alkyl alkynes were transformed to alkenes using 3 mol% rhodium catalyst and 2.5 equiv of boronic acid Lit 100degreesC in a biphasic water/toluene system in 80-99% yield. The reaction was found to be totally regioselective for alkyl arylalkynes and alkyl silylated alkynes. The Rh/m-TPPTC system was for the first tune recycled with no loss of the activity and with excellent Purity of the desired alkene. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：4157 / 4161

页数：5

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