THE WICHTERLE REACTION

被引:4
作者
HUDLICKY, M
机构
关键词
D O I
10.1135/cccc19932229
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The Wichterle reaction is a conversion of vinylic chlorides to ketones by sulfuric acid. Most of the applications are transformations of gamma-chlorocrotyl (3-chloro-2-butenyl) derivatives to 3-oxobutyl derivatives. The ketones thus formed may undergo subsequent reactions in compounds containing reactive centers. Thus intramolecular aldol-type condensations occur in compounds containing carbonyl groups, and Friedel-Crafts-type cyclizations in compounds containing aromatic rings. The reaction can be used as an alternative to Robinson's annelation.
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页码:2229 / 2244
页数:16
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共 33 条
[1]  
BABAYAN AT, 1950, IZV AKAD NAUK A FMTN, V3, P563
[2]  
BABAYAN VO, 1955, DOKL AKAD NAUK ARMYA, V21, P77
[3]  
CTVRTNIK J, 1958, CESK FARM, V7, P303
[4]   THE REACTION OF 1,5-DIKETONES WITH SULFURIC ACID [J].
DAUBEN, WG ;
MCFARLAND, JW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (16) :4245-4248
[5]   SYNTHETIC ROUTE TO DIHYDROJASMONE - SULFURIC-ACID AS DETHIOACETALIZATION AGENT [J].
HO, TL ;
HO, HC ;
WONG, CM .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1973, 51 (02) :153-155
[6]   THE CORRECT STRUCTURE OF THE BASE C12H17NO, A PRODUCT OF CYCLIZATION OF TRIS(GAMMA-CHLOROCROTYL)AMINE [J].
HUDLICKY, M ;
ROSS, FK .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (26) :5740-5742
[7]   REACTIONS OF 1,3-DICHLORO-2-BUTENE .5. PREPARATION OF SOME PYRIDYL SUBSTITUTED FATTY ACIDS [J].
HUDLICKY, M ;
MARES, F .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1959, 24 (01) :46-50
[9]  
HUDLICKY M, 1946, CHEM LISTY, V40, P125
[10]  
HUDLICKY M, 1948, COLLECT CZECH CHEM C, V13, P206