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
收藏
页码：8066 / 8068
页数：3
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[41]   Highly Regio- and Stereoselective Ruthenium(II)-Catalyzed Direct ortho-Alkenylation of Aromatic and Heteroaromatic Aldehydes with Activated Alkenes under Open Atmosphere [J].
Padala, Kishor ;
Jeganmohan, Masilamani .
ORGANIC LETTERS, 2012, 14 (04) :1134-1137
[42]   Ruthenium-Catalyzed Ortho-Alkenylation of Aromatic Ketones with Alkenes by C-H Bond Activation [J].
Padala, Kishor ;
Jeganmohan, Masilamani .
ORGANIC LETTERS, 2011, 13 (23) :6144-6147
[43]   Rhodium-Catalyzed Selective Olefination of Arene Esters via C-H Bond Activation [J].
Park, Sae Hume ;
Kim, Ji Young ;
Chang, Sukbok .
ORGANIC LETTERS, 2011, 13 (09) :2372-2375
[44]   Rhodium-Catalyzed Oxidative Olefination of C-H Bonds in Acetophenones and Benzamides [J].
Patureau, Frederic W. ;
Besset, Tatiana ;
Glorius, Frank .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (05) :1064-1067
[45]   Access to Sultams by Rhodium(III)-Catalyzed Directed C-H Activation [J].
Pham, Manh V. ;
Ye, Baihua ;
Cramer, Nicolai .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (42) :10610-10614
[46]   Transition-Metal-Catalyzed Regioselective Arylation and Vinylation of Carboxylic Acids [J].
Satoh, Tetsuya ;
Miura, Masahiro .
SYNTHESIS-STUTTGART, 2010, (20) :3395-3409
[47]   Synthesis of Olefin-Oxazoline Ligands (OlefOx) by Rhodium(III)-Catalyzed Oxidative Olefination [J].
Schroeder, Nils ;
Besset, Tatiana ;
Glorius, Frank .
ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (04) :579-583
[48]   Pd(II)-Catalyzed Enantioselective C-H Olefination of Diphenylacetic Acids [J].
Shi, Bing-Feng ;
Zhang, Yang-Hui ;
Lam, Jonathan K. ;
Wang, Dong-Hui ;
Yu, Jin-Quan .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (02) :460-+
[49]   Rh(III)-Catalyzed Oxidative Coupling of Unactivated Alkenes via C-H Activation [J].
Tsai, Andy S. ;
Brasse, Mikael ;
Bergman, Robert G. ;
Ellman, Jonathan A. .
ORGANIC LETTERS, 2011, 13 (03) :540-542
[50]   An efficient waste-free oxidative coupling via regioselective C-H bond cleavage: Rh/Cu-catalyzed reaction of benzoic acids with alkynes and acrylates under air [J].
Ueura, Kenji ;
Satoh, Tetsuya ;
Miura, Masahiro .
ORGANIC LETTERS, 2007, 9 (07) :1407-1409
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