Palladium-catalyzed desulfitative cross-coupling of arylsulfinates with arylboronic acids

被引：27

作者：

Cheng, Kai ^{[1
]}

Yu, Hai-Zhu ^{[2
]}

Zhao, Baoli ^{[1
]}

Hu, Sai ^{[3
]}

Zhang, Xian-Man ^{[1
]}

Qi, Chenze ^{[1
]}

机构：

[1] Shaoxing Univ, Zhejiang Key Lab Alternat Technol Fine Chem Proc, Shaoxing 312000, Peoples R China

[2] Univ Sci & Technol Beijing, Dept Polymer Sci & Engn, Beijing 100083, Peoples R China

[3] Ningbo Univ, Coll Mat Sci & Chem Engn, Ningbo 310014, Zhejiang, Peoples R China

来源：

RSC ADVANCES | 2014年 / 4卷 / 101期

基金：

中国国家自然科学基金;

关键词：

SUZUKI-MIYAURA REACTION; ARYL SULFINIC ACIDS; DIRECT ESI-MS; ARENESULFONYL CHLORIDES; BOND FORMATION; DECARBOXYLATIVE PALLADATION; ARYLSULFONYL CHLORIDES; SULFONYL CHLORIDES; ALKENYL PHOSPHATES; CARBOXYLIC-ACIDS;

D O I：

10.1039/c4ra07455f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Palladium (Pd)-catalyzed desulfitative cross-coupling reactions of sodium arylsulfinates with a wide variety of arylboronic acids were achieved in good to excellent yields under simple aerobic conditions. These catalytic reactions could be accelerated by addition of a catalytic amount of Cu(II) salts as co-catalyst. Moreover, these reactions were tolerant to all of the tested functional groups, making them attractive alternatives to the traditional cross-coupling reactions.

引用

页码：57923 / 57928

页数：6

共 113 条

[1] Palladium-imidazolium carbene catalyzed aryl, vinyl, and alkyl Suzuki-Miyaura cross coupling
Andrus, MB
Song, C
[J]. ORGANIC LETTERS, 2001, 3 (23) : 3761 - 3764
[2] Efficient, Selective, and Recyclable Palladium Catalysts in Carbon-Carbon Coupling Reactions
Arpad Molnar
[J]. CHEMICAL REVIEWS, 2011, 111 (03) : 2251 - 2320
[3] A novel regio- and stereoselective formal cross-coupling reaction of unsaturated silanes with arenediazonium tetrafluoroborates
Babudri, F
Farinola, GM
Naso, F
Panessa, D
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (05) : 1554 - 1557
[4] An efficient copper catalyst for the formation of sulfones from sulfinic acid salts and aryl iodides
Baskin, JM
Wang, ZY
[J]. ORGANIC LETTERS, 2002, 4 (25) : 4423 - 4425
[5] Microwave-Assisted Palladium(II)-Catalyzed Synthesis of Aryl Ketones from Aryl Sulfinates and Direct ESI-MS Studies Thereof
Behrends, Malte
Savmarker, Jonas
Sjoberg, Per J. R.
Larhed, Mats
[J]. ACS CATALYSIS, 2011, 1 (11): : 1455 - 1459
[6] Transition-Metal-Catalyzed C-S, C-Se, and C-Te Bond Formation via Cross-Coupling and Atom-Economic Addition Reactions
Beletskaya, Irina P.
Ananikov, Valentine P.
[J]. CHEMICAL REVIEWS, 2011, 111 (03) : 1596 - 1636
[7] Beller M., 2004, TRANSITION METALS OR
[8] Industrial R&D on catalytic C-C and C-N coupling reactions: A personal account on goals, approaches and results
Blaser, HU
Indolese, A
Naud, F
Nettekoven, U
Schnyder, A
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (13-15) : 1583 - 1598
[9] Bolm C, 2000, SYNTHESIS-STUTTGART, P911
[10] Catalytic Sequential Reactions Involving Palladacycle-Directed Aryl Coupling Steps
Catellani, Marta
Motti, Elena
Della Ca, Nicola
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 2008, 41 (11) : 1512 - 1522

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