Mild and Efficient Ir(III)-Catalyzed Direct C-H Alkynylation of N-Phenoxyacetamides with Terminal Alkyne
文献类型:期刊论文
作者 | Zhou, Jie3; Shi, Jingjing3![]() ![]() |
刊名 | ACS CATALYSIS
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出版日期 | 2015-11 |
卷号 | 5期号:11页码:6999-7003 |
关键词 | Ir(III) C-H alkynylation N-phenoxyacetamides TIPS-acetylene reaction mechanism |
ISSN号 | 2155-5435 |
DOI | 10.1021/acscatal.5b01571 |
文献子类 | Article |
英文摘要 | Ir(III)-catalyzed direct C-H alkynylation of arenes has been developed using commercially available TIPS-acetylene as an efficient alkynylating reagent, where O-NHAc was employed as an autocleavable oxidizing-directing group (ODG(auto)), thus giving rise to ortho-alkynylated phenols under mild reaction conditions in a highly efficient and redox-neutral manner. The reaction proceeded with high regioselectivity and broad substrate/functional group (FG) tolerance. The synthetic application of the products has been briefly exemplified. Preliminary mechanistic studies have been conducted, and a five-membered iridacycle has also been identified as a key intermediate. |
WOS关键词 | CATALYZED DIRECT ALKYNYLATION ; ROOM-TEMPERATURE ; BOND ACTIVATION ; SONOGASHIRA REACTIONS ; ACID-DERIVATIVES ; CARBOXYLIC-ACIDS ; INTERNAL OXIDANT ; INDOLE SYNTHESIS ; HETEROCYCLES ; ARENES |
资助项目 | Jay and Betty Van Andel Foundation[00000000] ; Shanghai Municipal Natural Science Foundation, China[15ZR1447800] ; NSFC[21472186] ; NSFC[21525208] ; NSFC[81502909] ; Chinese Postdoctoral Science Foundation[2014M560363] ; Amway (China)[00000000] |
WOS研究方向 | Chemistry |
语种 | 英语 |
WOS记录号 | WOS:000364441300093 |
出版者 | AMER CHEMICAL SOC |
源URL | [http://119.78.100.183/handle/2S10ELR8/276343] ![]() |
专题 | 药物靶标结构与功能中心 |
通讯作者 | Li, Xingwei |
作者单位 | 1.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China; 2.Van Andel Res Inst, Program Struct Biol & Drug Discovery, Lab Struct Sci, Grand Rapids, MI 49503 USA 3.Chinese Acad Sci, Shanghai Inst Mat Med, VARI SIMM Ctr, Ctr Struct & Funct Drug Targets,CAS Key Lab Recep, Shanghai 201203, Peoples R China; |
推荐引用方式 GB/T 7714 | Zhou, Jie,Shi, Jingjing,Qi, Zisong,et al. Mild and Efficient Ir(III)-Catalyzed Direct C-H Alkynylation of N-Phenoxyacetamides with Terminal Alkyne[J]. ACS CATALYSIS,2015,5(11):6999-7003. |
APA | Zhou, Jie,Shi, Jingjing,Qi, Zisong,Li, Xingwei,Xu, H. Eric,&Yi, Wei.(2015).Mild and Efficient Ir(III)-Catalyzed Direct C-H Alkynylation of N-Phenoxyacetamides with Terminal Alkyne.ACS CATALYSIS,5(11),6999-7003. |
MLA | Zhou, Jie,et al."Mild and Efficient Ir(III)-Catalyzed Direct C-H Alkynylation of N-Phenoxyacetamides with Terminal Alkyne".ACS CATALYSIS 5.11(2015):6999-7003. |
入库方式: OAI收割
来源:上海药物研究所
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