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

来源：

APPLIED ORGANOMETALLIC CHEMISTRY | 2003年 / 17卷 / 12期

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

页码：921 / 931

页数：11

共 31 条

[11] SYNTHESIS OF UNSATURATED ESTERS, INCLUDING TERT-ALKYL ESTERS, BY THE PALLADIUM-CATALYZED CARBONYLATION OF ALKYNES IN THE PRESENCE OF ALCOHOLS AND 1,4-BIS(DIPHENYLPHOSPHINO)BUTANE [J].