Palladium-Catalyzed Carboxylative Coupling of Benzyl Chlorides with Allyltributylstannane: Remarkable Effect of Palladium Nanoparticles

被引：57

作者：

Feng, Xiujuan ^{[1
]}

Sun, Anle ^{[1
]}

Zhang, Sheng ^{[1
]}

Yu, Xiaoqiang ^{[1
]}

Bao, Ming ^{[1
]}

机构：

[1] Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116023, Peoples R China

来源：

ORGANIC LETTERS | 2013年 / 15卷 / 01期

基金：

中国国家自然科学基金;

关键词：

CARBON-DIOXIDE; BUTADIENE; COMPLEXES; CO2; TELOMERIZATION; LIGANDS; FACILE;

D O I：

10.1021/ol303135e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Palladium-catalyzed carboxylative coupling of benzyl chlorides with allyltributylstannane was successfully conducted to produce benzyl but-3-enoates in satisfactory to good yields. The carboxylative coupling reaction occurred smoothly under mild conditions in the presence of palladium nanoparticles in tetrahydrofuran.

引用

页码：108 / 111

页数：4

共 29 条

[1] Transition-Metal-Catalyzed Carboxylation of C-H Bonds [J].

Ackermann, Lutz .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (17) :3842-3844

[2] Palladium Nanoparticle-Catalyzed C-N Bond Formation. A Highly Regio- and Stereoselective Allylic Amination by Allyl Acetates [J].

Adak, Laksmikanta ;

Chattopadhyay, Kalicharan ;

Ranu, Brindaban C. .

JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (10) :3982-3985

[3]

Aresta M., 2010, CARBON DIOXIDE CHEM

[4] Nanoparticles as recyclable catalysts: The frontier between homogeneous and heterogeneous catalysis [J].

Astruc, D ;

Lu, F ;

Aranzaes, JR .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (48) :7852-7872

[5] Facile allylative dearomatization catalyzed by palladium [J].

Bao, M ;

Nakamura, H ;

Yamamoto, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (04) :759-760

[6] PALLADIUM-CATALYZED REACTION OF BUTADIENE AND CARBON-DIOXIDE [J].

BEHR, A ;

JUSZAK, KD .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1983, 255 (02) :263-268

[7] POSSIBILITIES OF CONTROLLING TRANSITION METAL-CATALYZED REACTIONS OF 1,3-DIENES WITH CARBON-DIOXIDE [J].

BEHR, A ;

HE, R ;

JUSZAK, KD ;

KRUGER, C ;

TSAY, YH .

CHEMISCHE BERICHTE-RECUEIL, 1986, 119 (03) :991-1015

[8]

Behr A., 1983, SYNTHESE, V7, P574

[9] Control of homogeneously catalyzed reactions by phase equilibria [J].

Buchmüller, K ;

Dahmen, N ;

Dinjus, E ;

Neumann, D ;

Powietzka, B ;

Pitter, S ;

Schön, J .

GREEN CHEMISTRY, 2003, 5 (02) :218-223

[10]

Correa A., 2009, J AM CHEM SOC, V131, P15794

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