Synthesis of Allylarenes via Catalytic Decarboxylation of Allyl Benzoates

被引：10

作者：

Pfister, Kai F. ^{[1
]}

Gruenberg, Matthias F. ^{[1
]}

Goossen, Lukas J. ^{[1
]}

机构：

[1] Univ Kaiserslautern, Dept Chem, D-67663 Kaiserslautern, Germany

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2014年 / 356卷 / 16期

关键词：

allylation; decarboxylation; homogeneous catalysis; nickel; palladium; CROSS-COUPLING REACTIONS; CARBON-CARBON BONDS; CARBOXYLIC-ACIDS; ARYL BROMIDES; POTASSIUM POLYFLUOROBENZOATES; ALPHA-OXOCARBOXYLATES; BORONIC ACIDS; BIARYLS; KETONES; ESTERS;

D O I：

10.1002/adsc.201400624

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A catalyst system consisting of the palladium(0) complex Pd-2(dba)(3) and tri(p-tolyl)phosphine was found to efficiently promote the decarboxylation of allyl benzoates with formation of allylarenes. This catalytic C-O activation followed by extrusion of carbon dioxide and C-C bond formation represents a sustainable alternative to traditional waste-intensive cross-couplings. The scope of the transformation includes allyl and cinnamyl esters of various ortho-substituted benzoic acids. For particularly activated substrates, the palladium catalyst can optionally be replaced by an inexpensive nickel complex.

引用

页码：3302 / 3306

页数：5

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