1,3-dipolar cycloaddition reactions of isothiazol-3(2H)-ones with nitrile oxides. An unexpected site selectivity of the carbonyl bond of 5-benzoyl-isothiazol-3(2H)-one

被引:10
作者
CoutouliArgyropoulou, E
Anastasopoulos, C
机构
[1] Laboratory of Organic Chemistry, University of Thessaloniki, Thessaloniki
关键词
D O I
10.1002/jhet.5570330335
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2,6-Dichlorobenzonitrile oxide (2a) reacts with isothiazolones 1a and 1b at the ethylenic double bond to give 4 via transformation of the primary cycloadducts 3. Mesitonitrile oxide (2b) adds preferentially to the carbonyl double bond of 1b yielding the monoadduct 5 and the bisadduct 6.
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页码:731 / 733
页数:3
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