OXIDATIVE DESULFURIZATION-FLUORINATION OF XANTHATES - A CONVENIENT SYNTHESIS OF TRIFLUOROMETHYL ETHERS AND DIFLUORO(METHYLTHIO)METHYL ETHERS

被引:87
作者
KUROBOSHI, M [1 ]
SUZUKI, K [1 ]
HIYAMA, T [1 ]
机构
[1] SAGAMI CHEM RES CTR, 4-4-1 NISHIOHNUMA, SAGAMIHARA, KANAGAWA 229, JAPAN
关键词
OXIDATIVE DESULFURIZATION-FLUORINATION; XANTHATES; TRIFLUOROMETHYL ETHERS;
D O I
10.1016/S0040-4039(00)74681-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of xanthates R-OC(S)SMe with (HF)9/Py and 1,3-dibromo-5,5-dimethylhydantoin gives trifluoromethyl ethers R-OCF3 through intermediates R-OCF2SMe, which could be isolated upon treatment of xanthates with n-Bu4N+H2F3- and N-bromosuccinimide.
引用
收藏
页码:4173 / 4176
页数:4
相关论文
共 25 条
[1]  
CARR RAE, 1963, Patent No. 112555
[2]  
COUSSEAU J, 1986, B SOC CHIM FR, P910
[3]   CHEMISTRY IN HYDROGEN-FLUORIDE .7. NOVEL SYNTHESIS OF ARYL TRIFLUOROMETHYL ETHERS [J].
FEIRING, AE .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (16) :2907-2910
[4]  
Filler R, 1982, BIOMEDICAL ASPECTS F
[5]  
Hansch C, 1979, SUBSTITUENT CONSTANT
[6]   HALOGENATION OF TRIFLUOROMETHOXY AND BIS(TRIFLUOROMETHOXY)BENZENE [J].
HERKES, FE .
JOURNAL OF FLUORINE CHEMISTRY, 1977, 9 (02) :113-126
[7]  
IAROVENKO NN, 1958, J GEN CHEM USSR, V28, P2539
[8]   A FACILE METHOD FOR THE FLUORINE SUBSTITUTION OF PHENYLTHIO GROUP VIA SULFONIUM SALTS USING CESIUM FLUORIDE [J].
ICHIKAWA, J ;
SUGIMOTO, K ;
SONODA, T ;
KOBAYASHI, H .
CHEMISTRY LETTERS, 1987, (10) :1985-1988
[9]   REACTIONS OF AROMATIC TRIFLUOROMETHYL COMPOUNDS WITH NUCLEOPHILIC-REAGENTS [J].
KOBAYASHI, Y ;
KUMADAKI, I .
ACCOUNTS OF CHEMICAL RESEARCH, 1978, 11 (05) :197-204
[10]   FLUORODESULFURIZATION - NEW REACTION FOR FORMATION OF CARBON-FLUORINE BONDS [J].
KOLLONITSCH, J ;
MARBURG, S ;
PERKINS, LM .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (19) :3107-3111