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

页码：11976 / 11980

页数：5

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