Nucleophilic trifluoromethylation of acyl chlorides using the trifluoromethyl iodide/TDAE reagent

被引:61
作者
Takechi, N
Aït-Mohand, S
Médebielle, M
Dolbier, WR [1 ]
机构
[1] Univ Florida, Dept Chem, Gainesville, FL 32611 USA
[2] Univ Lyon 1, Lab SECOF, UMR CNRS 5622, F-69622 Villeurbanne, France
基金
美国国家科学基金会;
关键词
D O I
10.1016/S0040-4039(02)00800-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chemoselective bis-trifluoromethylation of acyl chlorides using the CF3I/TDAE-derived nucleophilic trifluoromethyl anion reagent is reported. Very high yields are obtained of an ester product formed by sequential nucleophilic bis-trifluoromethylation, followed by acylation of the resultant alcoholate. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4317 / 4319
页数:3
相关论文
共 6 条
[1]  
Chambers RD, 1997, TOP CURR CHEM, V192, P1
[2]   PREPARATION OF TRIFLUOROMETHYL AND OTHER PERFLUOROALKYL COMPOUNDS WITH (PERFLUORALKYL)TRIMETHYLSILANES [J].
KRISHNAMURTI, R ;
BELLEW, DR ;
PRAKASH, GKS .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (03) :984-989
[3]   A simple procedure far nucleophilic perfluoroalkylation of organic and inorganic substrates [J].
Petrov, VA .
TETRAHEDRON LETTERS, 2001, 42 (19) :3267-3269
[4]   Nucleophilic trifluoromethylation tamed [J].
Prakash, GKS ;
Mandal, M .
JOURNAL OF FLUORINE CHEMISTRY, 2001, 112 (01) :123-131
[5]   Perfluoroalkylation with organosilicon reagents [J].
Prakash, GKS ;
Yudin, AK .
CHEMICAL REVIEWS, 1997, 97 (03) :757-786
[6]   Nucleophilic trifluoromethylation reactions of organic compounds with (trifluoromethyl)trimethylsilane [J].
Singh, RP ;
Shreeve, JM .
TETRAHEDRON, 2000, 56 (39) :7613-7632