Direct Dehydroxytrifluoromethylthiolation of Alcohols Using Silver(I) Trifluoromethanethiolate and Tetra-n-butylammonium Iodide

被引:166
作者
Liu, Jian-Bo [1 ]
Xu, Xiu-Hua [1 ]
Chen, Zeng-Hao [1 ]
Qing, Feng-Ling [1 ,2 ]
机构
[1] Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, 345 Lingling Lu, Shanghai 200032, Peoples R China
[2] Donghua Univ, Coll Chem Chem Engn & Biotechnol, Shanghai, Peoples R China
基金
中国国家自然科学基金;
关键词
alcohols; chemoselectivity; fluorine; silver; synthetic methods; C-H BONDS; ALPHA-FLUORINATED ETHERS; DIRECT TRIFLUOROMETHYLTHIOLATION; ELECTROPHILIC TRIFLUOROMETHYLTHIOLATION; CATALYZED SYNTHESIS; ENANTIOSELECTIVE TRIFLUOROMETHYLTHIOLATION; OXIDATIVE TRIFLUOROMETHYLTHIOLATION; MEDICINAL CHEMISTRY; ELEMENTAL SULFUR; BORONIC ACIDS;
D O I
10.1002/anie.201409983
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An unprecedented reaction for the direct trifluoromethylthiolation and fluorination of alkyl alcohols using AgSCF3 and nBu(4)NI has been developed. The trifluoromethylthiolated compounds and alkyl fluorides were selectively formed by changing the ratio of AgSCF3/nBu(4)NI. This protocol is tolerant of different functional groups and might be applicable to late-stage trifluoromethylthiolation of alcohols.
引用
收藏
页码:897 / 900
页数:4
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