Journal of heterocyclic chemistry

Cycloaddition??elimination reactions of 4??methyl??5??phenylimino?螃?2??1, 2, 3, 4??thiatriazoline with electrophilic nitriles

G L'abbé, I Sannen

Index: L'abbe, Gerrit; Sannen, Ingrid Journal of Heterocyclic Chemistry, 1991 , vol. 28, # 2 p. 333 - 336

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Citation Number: 6

Abstract

Abstract 4-Methyl-5-phenyliminothiatriazoline 4 undergoes two consecutive cycloaddition- elimination reactions with ethyl cyanoformate and p-toluenesulfonyl cyanide in refluxing chloroform, and yields the 1, 2, 4-thiadiazolines 6a, b via the isomers 5a, b. In acetone as the solvent, the reactions occur at room temperature, due to the formation of the 1, 2, 4- oxathiazolidine 12 as the intermediate. When trichloroacetonitrile was used, only the ...