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
收藏
页码：3171 / 3174
页数：4
相关论文
共 76 条
[1]   Robust Ruthenium(II)-Catalyzed C-H Arylations: Carboxylate Assistance for the Efficient Synthesis of Angiotensin-II-Receptor Blockers [J].
Ackermann, Lutz .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2015, 19 (01) :260-269
[2]   Well-Defined Ruthenium(II) Carboxylate as Catalyst for Direct C-H/C-O Bond Arylations with Phenols in Water [J].
Ackermann, Lutz ;
Pospech, Jola ;
Potukuchi, Harish Kumar .
ORGANIC LETTERS, 2012, 14 (08) :2146-2149
[3]   Mechanistic Insight into Direct Arylations with Ruthenium(II) Carboxylate Catalysts [J].
Ackermann, Lutz ;
Vicente, Ruben ;
Potukuchi, Harish K. ;
Pirovano, Valentina .
ORGANIC LETTERS, 2010, 12 (21) :5032-5035
[4]   Ruthenium-Catalyzed Direct Arylations Through C-H Bond Cleavages [J].
Ackermann, Lutz ;
Vicente, Ruben .
C-H ACTIVATION, 2010, 292 :211-229
[5]   Transition-Metal-Catalyzed Direct Arylation of (Hetero)Arenes by C-H Bond Cleavage [J].
Ackermann, Lutz ;
Vicente, Ruben ;
Kapdi, Anant R. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (52) :9792-9826
[6]   Ruthenium-Catalyzed Regioselective Direct Alkylation of Arenes with Unactivated Alkyl Halides through C-H Bond Cleavage [J].
Ackermann, Lutz ;
Novak, Petr ;
Vicente, Ruben ;
Hofmann, Nora .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (33) :6045-6048
[7]   Ruthenium-Catalyzed Direct ortho-Alkynylation of Arenes with Chelation Assistance [J].
Ano, Yusuke ;
Tobisu, Mamoru ;
Chatani, Naoto .
SYNLETT, 2012, (19) :2763-2767
[8]   Palladium-Catalyzed Direct ortho-Alkynylation of Aromatic Carboxylic Acid Derivatives [J].
Ano, Yusuke ;
Tobisu, Mamoru ;
Chatani, Naoto .
ORGANIC LETTERS, 2012, 14 (01) :354-357
[9]   Palladium-Catalyzed Direct Ethynylation of C(sp3)-H Bonds in Aliphatic Carboxylic Acid Derivatives [J].
Ano, Yusuke ;
Tobisu, Mamoru ;
Chatani, Naoto .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (33) :12984-12986
[10]  
Arockiam PB, 2012, CHEM REV, V112, P5879, DOI [10.1021/cr300153J, 10.1021/cr300153j]
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