Rh-catalyzed sulfonic acid group directed ortho C-H olefination of arenes

被引：28

作者：

Dong, Yi ^{[1
,2
]}

Liu, Gang ^{[1
,2
,3
,4
]}

机构：

[1] Chinese Acad Med Sci, Inst Mat Med, Beijing 100050, Peoples R China

[2] Peking Union Med Coll, Beijing 100050, Peoples R China

[3] Tsinghua Univ, Tsinghua Peking Ctr Life Sci, Beijing 100084, Peoples R China

[4] Tsinghua Univ, Sch Med, Dept Pharmacol & Pharmaceut Sci, Beijing 100084, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2013年 / 49卷 / 73期

基金：

中国国家自然科学基金;

关键词：

ORTHO-ALKENYLATION; BOND ACTIVATION; FUNCTIONALIZATION; VERSATILE; ALKENES; SELECTIVITY; INHIBITORS; REACTIVITY; SULTONES; SILANOL;

D O I：

10.1039/c3cc44690e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A Rh-catalyzed ortho C-H olefination of arenes directed by a sulfonic acid group was developed with good yields and a broad reaction scope. Efficient performance of the catalyst caused this electron-poor aromatic C-H to be activated effectively and unactivated alkenes are also suitable for this reaction.

引用

页码：8066 / 8068

页数：3

共 59 条

[11] Divergent C-H Functionalizations Directed by Sulfonamide Pharmacophores: Late-Stage Diversification as a Tool for Drug Discovery [J].

Dai, Hui-Xiong ;

Stepan, Antonia F. ;

Plummer, Mark S. ;

Zhang, Yang-Hui ;

Yu, Jin-Quan .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (18) :7222-7228

[12] Ligand-Accelerated C-H Activation Reactions: Evidence for a Switch of Mechanism [J].

Engle, Keary M. ;

Wang, Dong-Hui ;

Yu, Jin-Quan .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (40) :14137-14151

[13] Constructing Multiply Substituted Arenes Using Sequential Palladium(II)-Catalyzed C-H Olefination [J].

Engle, Keary M. ;

Wang, Dong-Hui ;

Yu, Jin-Quan .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (35) :6169-6173

[14] Rhodium-catalyzed direct ortho C-H olefination of phenol derivatives [J].

Feng, Chao ;

Loh, Teck-Peng .

CHEMICAL COMMUNICATIONS, 2011, 47 (37) :10458-10460

[15] Allylic Carbon-Carbon Double Bond Directed Pd-Catalyzed Oxidative ortho-Olefination of Arenes [J].

Gandeepan, Parthasarathy ;

Cheng, Chien-Hong .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (13) :5738-5741

[16] PdII-Catalyzed C-H Olefination of N-(2-Pyridyl)sulfonyl Anilines and Arylalkylamines [J].

Garcia-Rubia, Alfonso ;

Urones, Beatriz ;

Gomez Arrayas, Ramon ;

Carretero, Juan C. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (46) :10927-10931

[17] 2-Pyridyl Sulfoxide: AVersatile and Removable Directing Group for the PdII-Catalyzed Direct C-H Olefination of Arenes [J].

Garcia-Rubia, Alfonso ;

Angeles Fernandez-Ibanez, M. ;

Gomez Arrayas, Ramon ;

Carlos Carretero, Juan .

CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (13) :3567-3570

[18] C-H bond functionalization in complex organic synthesis [J].

Godula, K ;

Sames, D .

SCIENCE, 2006, 312 (5770) :67-72

[19] C-H functionalization logic in total synthesis [J].

Gutekunst, Will R. ;

Baran, Phil S. .

CHEMICAL SOCIETY REVIEWS, 2011, 40 (04) :1976-1991

[20] Rhodium(III)-catalyzed oxidative olefination of N-allyl sulfonamides [J].

Hu, Shui ;

Wang, Dongqi ;

Liu, Jiexiang ;

Li, Xingwei .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2013, 11 (17) :2761-2765

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