Copper-catalyzed synthesis of aryl and alkyl trifluoromethyl sulfides using CF3SiMe3 and Na2S2O3 as -SCF3 source

被引:29
作者
Zhong, Wei [1 ,2 ]
Liu, Xiaoming [1 ]
机构
[1] Jiaxing Univ, Coll Biol Chem Sci & Engn, Jiaxing 314001, Zhejiang, Peoples R China
[2] Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
Trifluoromethylthiolation; Copper catalysis; Trifluoromethylthio group; One-pot reaction; HYPERVALENT IODINE REAGENT; OXIDATIVE TRIFLUOROMETHYLTHIOLATION; BORONIC ACIDS; ELECTROPHILIC TRIFLUOROMETHANESULFANYLATION; FLUOROALKYL SULFIDES; GRIGNARD-REAGENTS; FLUORINE; SALTS;
D O I
10.1016/j.tetlet.2014.07.039
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A universal and efficient Cu(I)-catalyzed synthesis of aryl and alkyl trifluoromethyl sulfides has been developed. In this catalytic system, S-aryl or S-alkyl sulfothioate (I or II) proved to be the key intermediate. Substrates bearing groups of I, Br, Cl, OTs, and OMs on the aryl carbon and no matter electron-withdrawing and electron-donating substitutions on the aromatic ring could afford good to excellent yields. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4909 / 4911
页数:3
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