3,5-dimethylpyrazolium fluorochromate(VI), C5H8N2H[CrO3F], (DmpzHFC):: a convenient new reagent for oxidation of organic substrates

被引:57
作者
Bora, U
Chaudhuri, MK [1 ]
Dey, D
Kalita, D
Kharmawphlang, W
Mandal, GC
机构
[1] Indian Inst Technol, Dept Chem, Guwahati 781031, India
[2] NE Hill Univ, Dept Chem, Shillong 793022, Meghalaya, India
关键词
alcohols; polycyclic hydrocarbons; Delta(5)-steroids; chromium(VI); oxidations;
D O I
10.1016/S0040-4020(01)00116-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new chromium(VI) reagent, 3,5-dimethylpyrazolium fluorochromate, C5H8N2H[CrO3F] (DmpzHFC), has been developed by reacting dmpz with CrO3 and aqueous HF for the selective oxidation of primary, secondary and allylic alcohols to the corresponding carbonyl compounds, polycyclic hydrocarbons to cyclic ketones and allylic Delta (5) steroids to the corresponding alpha,beta -unsaturated ketones. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2445 / 2448
页数:4
相关论文
共 35 条
[11]   An environmentally benign synthesis of organic ammonium tribromides (OATB) and bromination of selected organic substrates by tetrabutylammonium tribromide (TBATB) [J].
Chaudhuri, MK ;
Khan, AT ;
Patel, BK ;
Dey, D ;
Kharmawophlang, W ;
Lakshmiprabha, TR ;
Mandal, GC .
TETRAHEDRON LETTERS, 1998, 39 (44) :8163-8166
[12]  
Cheng K.P., 1977, J CHEM RES, V217
[13]  
COLLINS JC, 1968, TETRAHEDRON LETT, P3363
[14]  
COREY EJ, 1975, TETRAHEDRON LETT, P2647
[15]  
COREY EJ, 1979, TETRAHEDRON LETT, P399
[16]  
COREY EJ, 1973, TETRAHEDRON LETT, V45, P4499
[17]   ALLYLIC OXIDATION OF OLEFINS WITH CHROMIUM TRIOXIDE-PYRIDINE COMPLEX [J].
DAUBEN, WG ;
LORBER, M ;
FULLERTON, DS .
JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (11) :3587-+
[18]  
Fieser, 1959, STEROIDS
[19]  
GUZIEC FS, 1980, SYNTHESIS-STUTTGART, P691
[20]   A ruthenium catalyzed oxidation of steroidal alkenes to enones [J].
Miller, RA ;
Li, WJ ;
Humphrey, GR .
TETRAHEDRON LETTERS, 1996, 37 (20) :3429-3432