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

被引：7

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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页码：451 / 454

页数：4

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