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Copper-mediated trifluoromethylation of heteroaromatic compounds by trifluoromethyl sulfonium salts.

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WOS被引频次:214
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成果类型:
期刊论文
作者:
Zhang, Cheng-Pan;Wang, Zong-Ling;Chen, Qing-Yun;Zhang, Chun-Tao;Gu, Yu-Cheng;Xiao, Ji-Chang*
通讯作者:
Xiao, Ji-Chang
作者机构:
[Zhang, Cheng-Pan; Chen, Qing-Yun; Xiao, Ji-Chang] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China.
[Wang, Zong-Ling; Zhang, Chun-Tao] Hunan Univ Chinese Med, Changsha 410208, Hunan, Peoples R China.
[Gu, Yu-Cheng] Jealotts Hill Int Res Ctr, Bracknell RG42 6EY, Berks, England.
[Xiao, Ji-Chang] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China.
通讯机构:
[Xiao, Ji-Chang] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China.
语种:
英文
关键词:
copper;fluorine;heterocycles;sulfonium salts;trifluoromethylation
期刊:
Angewandte Chemie (International ed. in English)
ISSN:
1433-7851
年:
2011
卷:
50
期:
8
页码:
1896-1900
文献类别:
WOS:Article;EI:Journal article (JA)
所属学科:
ESI学科类别:化学;WOS学科类别:Chemistry, Multidisciplinary
入藏号:
WOS:000287836200029;EI:20110813692453;PMID:21328665
基金类别:
Chinese Academy of Sciences; National Natural Science Foundation [20972179, 21032006]; Merck Research Laboratories; Syngenta
机构署名:
本校为其他机构
摘要:
Copper is king! A convenient method for the synthesis of trifluoromethylated heteroaromatic compounds under mild conditions has been developed based on the observation that 1 can be reduced by certain metals (see scheme). Substrate 1 is assumed to be reduced by copper via a single-electron transfer mechanism, and CuCF<inf>3</inf> is the most probable intermediate in this reaction. DMF=N,N-dimethylformamide, Tf=triflate. &copy;2011 WILEY-VCH Verlag GmbH &amp;Co. KGaA, Weinheim.
参考文献:
Chang Y, 2005, TETRAHEDRON LETT, V46, P3161, DOI 10.1016/j.tetlet.2005.03.072
CHEN QY, 1993, TETRAHEDRON LETT, V34, P4241, DOI 10.1016/S0040-4039(00)60538-5
CHEN QY, 1989, J CHEM SOC PERK T 1, P2385, DOI 10.1039/p19890002385
Chen Q.-Y., 1993, J CHEM SOC P1, V6, P645
Cottet F, 2002, EUR J ORG CHEM, P327

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