Oxidative Trifluoromethylthiolation of Terminal Alkynes with AgSCF3: A Convenient Approach to Alkynyl Trifluoromethyl Sulfides

被引:55
|
作者
Zhu, Sheng-Qing [1 ]
Xu, Xiu-Hua [1 ]
Qing, Feng-Ling [1 ,2 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China
[2] Donghua Univ, Coll Chem Chem Engn & Biotechnol, Shanghai 201620, Peoples R China
基金
中国国家自然科学基金;
关键词
Synthetic methods; Alkynes; Sulfur; Silver; Oxidation; ARYL BORONIC ACIDS; COPPER-CATALYZED TRIFLUOROMETHYLTHIOLATION; HYPERVALENT IODINE REAGENT; ALPHA-FLUORINATED ETHERS; NUCLEOPHILIC TRIFLUOROMETHYLTHIOLATION; ELECTROPHILIC TRIFLUOROMETHANESULFANYLATION; ENANTIOSELECTIVE TRIFLUOROMETHYLTHIOLATION; SUBSTITUENT CONSTANTS; DERIVATIVES; GENERATION;
D O I
10.1002/ejoc.201402533
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new method for the efficient synthesis of alkynyl trifluoromethyl sulfides was developed. By combining AgSCF3 and NCS in N,N-dimethylacetamide, an electrophilic active intermediate was produced, which was then treated with a variety of terminal alkynes to afford the corresponding trifluoromethanesulfenylated products in moderate to excellent yields.
引用
收藏
页码:4453 / 4456
页数:4
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