Ruthenium(II)-Catalyzed C-H Alkynylation of Weakly Coordinating Benzoic Acids

被引：55

作者：

Mei, Ruhuai ^{[1
]}

Zhang, Shou-Kun ^{[1
]}

Ackermann, Lutz ^{[1
]}

机构：

[1] Georg August Univ, Inst Organ & Biomol Chem, Tammannstr 2, D-37077 Gottingen, Germany

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 12期

基金：

欧洲研究理事会;

关键词：

CATALYZED DIRECT ALKYNYLATION; CARBOXYLIC-ACIDS; C(SP(3))-H BONDS; ARYLATION; ARENES; ARYL; FUNCTIONALIZATION; ACTIVATION; HYDROARYLATION; ALKYNES;

D O I：

10.1021/acs.orglett.7b01294

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

C-H alkynylations with weakly coordinating aide accomplished by the aid of an expedient ruthenium(II) catalysis manifold. The user-friendly C-H alkynylation occurred under mild conditions with the weak base K2CO3. The versatility of the ruthenium(II) catalysis was reflected by providing;step-economical access to phthalides as well as enabling unprecedented decarboxylative ortho-C-H alkynylations.

引用

页码：3171 / 3174

页数：4

共 76 条

[21] Carboxylates as sources of carbon nucleophiles and electrophiles: comparison of decarboxylative and decarbonylative pathways [J].

Dzik, Wojciech I. ;

Lange, Paul P. ;

Goossen, Lukas J. .

CHEMICAL SCIENCE, 2012, 3 (09) :2671-2678

[22] Weak Coordination as a Powerful Means for Developing Broadly Useful C-H Functionalization Reactions [J].

Engle, Keary M. ;

Mei, Tian-Sheng ;

Wasa, Masayuki ;

Yu, Jin-Quan .

ACCOUNTS OF CHEMICAL RESEARCH, 2012, 45 (06) :788-802

[23] Rhodium(III)-Catalyzed Olefinic C-H Alkynylation of Acrylamides Using Tosyl-Imide as Directing Group [J].

Feng, Chao ;

Feng, Daming ;

Luo, Yang ;

Loh, Teck-Peng .

ORGANIC LETTERS, 2014, 16 (22) :5956-5959

[24] Rhodium(III)-catalyzed olefinic C-H alkynylation of enamides at room temperature [J].

Feng, Chao ;

Feng, Daming ;

Loh, Teck-Peng .

CHEMICAL COMMUNICATIONS, 2014, 50 (69) :9865-9868

[25] Rhodium-Catalyzed C-H Alkynylation of Arenes at Room Temperature [J].

Feng, Chao ;

Loh, Teck-Peng .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (10) :2722-2726

[26] OH-Directed Alkynylation of 2-Vinylphenols with Ethynyl Benziodoxolones: A Fast Access to Terminal 1,3-Enynes [J].

Finkbeiner, Peter ;

Kloeckner, Ulrich ;

Nachtsheim, Boris J. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (16) :4949-4952

[27] Ligand-Enabled Alkynylation of C(sp3)-H Bonds with Palladium(II) Catalysts [J].

Fu, Haiyan ;

Shen, Peng-Xiang ;

He, Jian ;

Zhang, Fanglin ;

Li, Suhua ;

Wang, Peng ;

Liu, Tao ;

Yu, Jin-Quan .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (07) :1873-1876

[28] Transition metal-catalyzed C-H activation reactions: diastereoselectivity and enantioselectivity [J].

Giri, Ramesh ;

Shi, Bing-Feng ;

Engle, Keary M. ;

Maugel, Nathan ;

Yu, Jin-Quan .

CHEMICAL SOCIETY REVIEWS, 2009, 38 (11) :3242-3272

[29] Corboxylic acids as substrates in homogeneous catalysts [J].

Goossen, Lukas J. ;

Rodriguez, Nuria ;

Goossen, Kathe .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (17) :3100-3120

[30] Palladium(0)-Catalyzed Alkynylation of C(sp3)-H Bonds [J].

He, Jian ;

Wasa, Masayuki ;

Chan, Kelvin S. L. ;

Yu, Jin-Quan .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (09) :3387-3390

← 1 2 3 4 5 6 7 8 →