TRIFLUOROMETHYLATION OF ORGANIC HALIDES WITH METHYL HALODIFLUOROACETATES - A PROCESS VIA DIFLUOROCARBENE AND TRIFLUOROMETHIDE INTERMEDIATES

被引:64
作者
DUAN, JX [1 ]
SU, DB [1 ]
CHEN, QY [1 ]
机构
[1] ACAD SINICA,SHANGHAI INST ORGAN CHEM,345 LINGLING LU,SHANGHAI 200032,PEOPLES R CHINA
基金
美国国家科学基金会;
关键词
D O I
10.1016/S0022-1139(00)80112-8
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Treatment of methyl halodifluoroacetates, XCF2CO2Me (X = Cl, Br, I), with organic halides RY in the presence of KF and CuI at an appropriate temperature in DMF gave the corresponding trifluoromethylated derivatives, RCF3, in moderate to high yields. A process involving difluorocarbene and trifluoromethide intermediates is suggested.
引用
收藏
页码:279 / 284
页数:6
相关论文
共 17 条
[1]   A REMARKABLY SIMPLE PREPARATION OF (TRIFLUOROMETHYL)CADMIUM AND (TRIFLUOROMETHYL) ZINC REAGENTS DIRECTLY FROM DIFLUORODIHALOMETHANES [J].
BURTON, DJ ;
WIEMERS, DM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (17) :5014-5015
[2]  
BURTON DJ, 1986, J AM CHEM SOC, V108, P832
[3]  
CHEN DB, 1991, TETRHAEDRON LETT, V32, P7689
[4]  
CHEN DB, 1991, J FLUORINE CHEM, V54, P247
[5]   METHYL FLUOROSULFONYLDIFLUOROACETATE - A NEW TRIFLUOROMETHYLATING AGENT [J].
CHEN, QY ;
WU, SW .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (11) :705-706
[6]   STUDIES ON FLUOROALKYLATION AND FLUOROALKOXYLATION .33. DIRECT TRIFLUOROMETHYLATION OF ARYL HALIDES WITH FLUOROSULPHONYLDIFLUOROMETHYL IODIDE IN THE PRESENCE OF COPPER - AN ELECTRON-TRANSFER INDUCED PROCESS [J].
CHEN, QY ;
WU, SW .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (12) :2385-2387
[7]  
CHEN QY, 1991, 13TH INT S FLUOR CHE
[8]   THE EFFECT OF CHARCOAL ON THE TRIFLUOROMETHYLATION OF ARYL CHLORIDES USING BURTON REAGENT [J].
CLARK, JH ;
MCCLINTON, MA ;
JONES, CW ;
LANDON, P ;
BISHOP, D ;
BLADE, RJ .
TETRAHEDRON LETTERS, 1989, 30 (16) :2133-2136
[9]  
DIETER N, 1990, J FLUORINE CHEM, V46, P265
[10]  
FILLER R, 1990, BIOMEDICINAL ASPECTS, V46, P265