Iodine-promoted decarboxylative C-S cross-coupling of cinnamic acids with sodium benzene sulfinates

被引：58

作者：

Chen, Jie ^{[1
]}

Mao, Jincheng ^{[1
,2
]}

Zheng, Yang ^{[1
]}

Liu, Defu ^{[1
]}

Rong, Guangwei ^{[1
]}

Yan, Hong ^{[1
]}

Zhang, Cheng ^{[1
]}

Shi, Daqing ^{[1
]}

机构：

[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China

[2] Southwest Petr Univ, State Key Lab Oil & Gas Reservoir Geol & Exploita, Chengdu 610500, Peoples R China

来源：

TETRAHEDRON | 2015年 / 71卷 / 31期

关键词：

Decarboxylative coupling; Cinnamic acids; Cross-couplings; Sulfinates; Metal-free; BETA-IODOVINYL SULFONES; CARBOXYLIC-ACIDS; VINYL SULFONES; ARYL; FUNCTIONALIZATION; SULFONYLATION; ALKENYLATION; CHLORIDES; SULFIDES; AMIDES;

D O I：

10.1016/j.tet.2015.05.115

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We have developed a practical example of metal-free iodine-promoted decarboxyltive couplings between cinnamic acids and sodium benzene sulfinates, which represents an effective synthesis of vinyl sulfones via C-S bond formation reaction. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：5059 / 5063

页数：5

共 46 条

[1] [Anonymous], 1949, Advertising in Television'
[2] Formation of Carbon-Sulfur and Carbon-Selenium Bonds by Palladium-Catalyzed Decarboxylative Cross-Couplings of Hindered 2,6-Dialkoxybenzoic Acids
Becht, Jean-Michel
Le Drian, Claude
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (15) : 6327 - 6330
[3] Anion-functionalized ionic liquids enhance the CuI-Catalyzed cross-coupling reaction of sulfinic acid salts with aryl halides and vinyl bromides
Bian, Ming
Xu, Fada
Ma, Cheng
[J]. SYNTHESIS-STUTTGART, 2007, (19): : 2951 - 2956
[4] A one-pot regioselective synthetic route to vinyl sulfones from terminal epoxides in aqueous media
Chawla, Ruchi
Kapoor, Ritu
Singh, Atul K.
Yadav, Lal Dhar S.
[J]. GREEN CHEMISTRY, 2012, 14 (05) : 1308 - 1313
[5] Decarboxylative homocoupling of (hetero) aromatic carboxylic acids
Cornella, Josep
Lahlali, Hicham
Larrosa, Igor
[J]. CHEMICAL COMMUNICATIONS, 2010, 46 (43) : 8276 - 8278
[6] An Efficient Synthesis of Vinyl Sulfones from Alkenes and Aryl Sulfinates
Das, Biswanath
Lingaiah, Maram
Damodar, Kongara
Bhunia, Nisith
[J]. SYNTHESIS-STUTTGART, 2011, (18): : 2941 - 2944
[7] Synthesis of Aryl Sulfides by Decarboxylative C-S Cross-Couplings
Duan, Zhongyu
Ranjit, Sadananda
Zhang, Pengfei
Liu, Xiaogang
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (15) : 3666 - 3669
[8] Carboxylates as sources of carbon nucleophiles and electrophiles: comparison of decarboxylative and decarbonylative pathways
Dzik, Wojciech I.
Lange, Paul P.
Goossen, Lukas J.
[J]. CHEMICAL SCIENCE, 2012, 3 (09) : 2671 - 2678
[9] Corboxylic acids as substrates in homogeneous catalysts
Goossen, Lukas J.
Rodriguez, Nuria
Goossen, Kathe
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (17) : 3100 - 3120
[10] Synthesis of Vinylsulfones Via Palladium-Catalyzed Decarboxylative Coupling of Cinnamic Acids with Aromatic Sulfinic Acid Sodium Salts
Guo, Ruqing
Gui, Qingwen
Wang, Dadian
Tan, Ze
[J]. CATALYSIS LETTERS, 2014, 144 (08) : 1377 - 1383

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