Catallytic and regioselective synthesis of gem- or trans-α,β-unsaturated amides by carbonylation of alkyl alkynes with aniline derivatives by palladium(II) and phosphine

被引:35
作者
El Ali, B [1 ]
Tijani, J [1 ]
机构
[1] King Fahd Univ Petr & Minerals, Dept Chem, Dhahran 31261, Saudi Arabia
关键词
carbonylative addition; alkynes; aniline; palladium; dppb; syngas; unsaturated amides;
D O I
10.1002/aoc.548
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The reaction of carbonylative addition of alkyl alkynes to aniline derivatives has been successfully achieved by a catalytic system formed of Pd(OAc)2 and a suitable bidentate phosphine ligand. The reaction led mainly to gem-alpha,beta-unsaturated amides (3) with Pd(OAc)(2)/1,3-bis(diphenylphosphino)propane/p-toluenesulfonic acid/CO as the catalytic system. However, the reaction catalyzed by Pd(OAc)(2)/1,4-bis(diphenylphosphino)butane/H-2/CO in CH2Cl2 as a solvent affords trans-alpha,beta-unsaturated amides (4) as the major product. Copyright (C) 2003 John Wiley Sons, Ltd.
引用
收藏
页码:921 / 931
页数:11
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