Facilitating Ir-Catalyzed C-H Alkynylation with Electrochemistry: Anodic Oxidation-Induced Reductive Elimination

被引:32
作者
Ye, Xiaohan [1 ]
Wang, Chenhuan [1 ]
Zhang, Shuyao [1 ]
Wei, Jingwen [1 ]
Shan, Chuan [1 ]
Wojtas, Lukasz [1 ]
Xie, Yan [2 ]
Shi, Xiaodong [1 ]
机构
[1] Univ S Florida, Dept Chem, Tampa, FL 33620 USA
[2] Quzhou Univ, Coll Chem & Mat Engn, Quzhou 324000, Peoples R China
关键词
C-H activation; alkynylation; electrochemistry; iridium; anodic oxidation; REMOVABLE DIRECTING GROUPS; BOND FUNCTIONALIZATIONS; TERMINAL ALKYNES; ARENES; ACTIVATION; MILD; ARYLATIONS; ANNULATION; EFFICIENT; HYDROGEN;
D O I
10.1021/acscatal.0c03207
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
An electrochemical approach in promoting directed C-H alkynylation with terminal alkyne via iridium catalysis is reported. This work employed anodic oxidation of Ir(III) intermediate (characterized by X-ray crystallography) to promote reductive elimination, giving the desired coupling products in good yields (up to 95%) without the addition of any other external oxidants. This transformation is suitable for various directing groups with H-2 as the only byproduct, which warrants a high atom economy and practical oxidative C-C bond formation under mild conditions.
引用
收藏
页码:11693 / 11699
页数:7
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