Synthesis of diethyl 2-(aryl) vinylphosphonates by the Heck reaction catalysed by well-defined palladium complexes

被引：32

作者：

Al-Maksoud, Walid ^{[1
]}

Mesnager, Julien ^{[1
]}

Jaber, Farouk ^{[2
]}

Pinel, Catherine ^{[1
]}

Djakovitch, Laurent ^{[1
]}

机构：

[1] Univ Lyon, CNRS, UMR 5256, IRCELYON, F-69626 Villeurbanne, France

[2] Commiss Libanaise Energie Atom, Lab Anal Pesticides & Polluants Organ, Riad El Solh 11072260, Beyrouth, Lebanon

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2009年 / 694卷 / 20期

关键词：

Heck reaction; Homogeneous catalysis; Palladacycle; N-heterocyclic carbene (NHC) palladium; complex; Vinylphosphonates; STEREOSELECTIVE-SYNTHESIS; MIZOROKI-HECK; UNSATURATED PHOSPHONATES; REGIOSELECTIVE SYNTHESIS; NUCLEOTIDE ANALOGS; COUPLING REACTIONS; ORGANIC-SYNTHESIS; ACID-DERIVATIVES; ARYLATION; ALDEHYDES;

D O I：

10.1016/j.jorganchem.2009.06.020

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Pd-catalysed procedures for the direct Heck arylation of diethyl vinylphosphonate with various aryl or heteroaryl halides toward the synthesis of diethyl 2-(aryl) vinylphosphonates are reported. Several homogeneous catalytic systems (i.e. Herrmann palladacycle, Nolan (NHC)-palladium catalyst, Pd(OAc)(2)/PPh3) were used and compared within the study. High conversions and selectivities were achieved under optimised conditions (2 mol% [Pd], NMP, K2CO3, 140 degrees C) whatever the homogeneous catalyst used. (C) 2009 Elsevier B.V. All rights reserved.

引用

页码：3222 / 3231

页数：10

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