ADDITION-REARRANGEMENT REACTIONS OF 5-AMINO-3-OXO-DELTA-4-1,2,4-THIADIAZOLINES

被引：6
|
作者：
LABBE, G
ALBRECHT, E
机构：
[1] Department of Chemistry, University of Leuven, Leuven, 3001
来源：
JOURNAL OF HETEROCYCLIC CHEMISTRY | 1992年 / 29卷 / 02期
关键词：
D O I：
10.1002/jhet.5570290226
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Bond-switching rearrangement via hypervalent sulfur occurs during the reactions of 5-anilino-2-benzyl-3-oxo-DELTA-4-1,2-4-thiadiazoline 5 with electrophilic nitriles, isothiocyanates, carbon disulfide and ketenes, yielding the products 6 and 7. In contrast, N,N'-ditolylcarbodiimide reacts with 5 to give the normal addition product 8, which rearranges only partially to 9 in several solvents (chloroform, acetonitrile and dimethyl sulfoxide). The equilibrium position depends on the temperature, favoring 9 at higher temperatures.
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收藏
页码：451 / 454
页数：4
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