Synthesis of 1, 2, 3, 5-oxathiadiazole 2-oxides from amidoximes and thionyl chloride and the mechanism of their thermally induced fragmentation and rearrangement …

A Dondoni, G Barbaro, A Battaglia

文献索引：Dondoni,A. et al. Journal of Organic Chemistry, 1977 , vol. 42, # 21 p. 3372 - 3377

全文：HTML全文

被引用次数: 25

摘要

3, 4-Disubstituted 1, 2, 3, 5-oxathiadiazole 2-oxides 2 are prepared in good yields by cyclization of N-alkyl-and N-arylamidoximes 1 with thionyl chloride in the presence of triethylamine. The reaction provides a convenient route to heterocycles 2 as an alternative to the cycloaddition of N-sulfinylamines to nitrile oxides. 4-Aryl substituted heterocycles 2 decompose under mild thermal conditions to sulfur dioxide and carbodiimides 3. Kinetic ...