Markovnikov-Selective Palladium Catalyst for Carbonylation of Alkynes with Heteroarenes

被引：32
|
作者：
Liu, Jie [1 ]
Li, Haoquan [1 ]
Duehren, Ricarda [1 ]
Liu, Jiawang [1 ]
Spannenberg, Anke [1 ]
Franke, Robert [2 ,3 ]
Jackstell, Ralf [1 ]
Beller, Matthias [1 ]
机构：
[1] Univ Rostock, Leibniz Inst Katalyse eV, Albert Einstein Str 29a, D-18059 Rostock, Germany
[2] Evonik Performance Mat GmbH, Paul Baumann Str 1, D-45772 Marl, Germany
[3] Ruhr Univ Bochum, Lehrstuhl Theoret Chem, D-44780 Bochum, Germany
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2017年 / 56卷 / 39期
关键词：
alkynes; carbonylation; Pligands; palladium; regioselectivity; DEACTIVATED ARYL CHLORIDES; CROSS-COUPLING REACTIONS; ARYLBORONIC ACIDS; BITE ANGLE; REGIOSELECTIVE SYNTHESIS; HOMOGENEOUS CATALYSIS; PHOSPHINE-LIGANDS; CARBON-MONOXIDE; BOND FORMATION; EFFICIENT;
D O I：
10.1002/anie.201706794
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A new class of palladium catalysts, based on heterocyclic diphosphines, was rationally designed and synthesized. Application of one of these catalysts allows novel Markovnikov-selective carbonylation of non-activated alkynes with heteroarenes to give the corresponding branched ,alpha,beta-unsaturated ketones in excellent yields (up to 97%) and regioselectivities (b/l up to 99:1). In addition to heteroarenes, other common nucloephiles (alcohol, phenol, amine, and amide) furnish the desired carbonylation products smoothly in high yields.
引用
收藏
页码：11976 / 11980
页数：5
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