The first example of sulfinatodehalogenation of 2,2,2-trifluoroethyl halides: A novel method for trifluoroethylation of alkenes and alkynes

被引:49
作者
Long, ZY [1 ]
Chen, QY [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Lab Fluorine Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
2,2,2-trifluoroethyl halides; trifluoroethylation; alkenes; alkynes;
D O I
10.1016/S0040-4039(98)01906-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2,2,2-Trifluoroethylation of alkenes and alkynes with 2,2,2-trifluoroethyl iodide or bromide and sodium dithionite in DMSO or CH3CN/H2O can occur under mild conditions. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8487 / 8490
页数:4
相关论文
共 11 条
[1]   DISTINGUISHING BETWEEN POLAR AND ELECTRON-TRANSFER MECHANISMS FOR REACTIONS OF ANIONS WITH ALKYL-HALIDES [J].
BORDWELL, FG ;
WILSON, CA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (18) :5470-5474
[2]   SYNTHESIS OF 2,2,2-TRIFLUOROETHANESULFONIC ACID [J].
BUNYAGIDJ, C ;
PIOTROWSKA, H ;
ALDRIDGE, MH .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (16) :3335-3336
[3]   DIFLUOROIODOMETHANE - PRACTICAL SYNTHESIS AND REACTION WITH ALKENES [J].
CAO, P ;
DUAN, JX ;
CHEN, QY .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (06) :737-738
[4]  
CLOUX R, 1992, SYNTHESIS-STUTTGART, P409
[5]   ELECTROLYTIC REACTIONS OF FLUORO ORGANIC-COMPOUNDS .7. ANODIC METHOXYLATION AND ACETOXYLATION OF 2,2,2-TRIFLUOROETHYL SULFIDES - PREPARATION OF HIGHLY USEFUL TRIFLUOROMETHYLATED BUILDING-BLOCKS [J].
FUCHIGAMI, T ;
YAMAMOTO, K ;
NAKAGAWA, Y .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (01) :137-142
[6]  
HUANG WY, 1986, ACTA CHIM SINICA, V44, P45
[7]  
HUANG WY, 1996, ORGANOFLUORINE CHEM, P203
[8]  
HUANG WY, 1992, J FLUORINE CHEM, P58
[9]   TRIFLUOROETHYL PHENYL IODONIUM TRIFLATE - MODIFIED PREPARATION AND N-TRIFLUOROETHYLATION OF AMINO-ALCOHOLS [J].
MONTANARI, V ;
RESNATI, G .
TETRAHEDRON LETTERS, 1994, 35 (43) :8015-8018
[10]  
SUN WC, 1990, TETRAHEDRON LETT, V31, P801