Cycloaddition??elimination reactions of 4??methyl??5??(substituted)??imino?螃?2??1, 2, 3, 4??thiatriazolines with isocyanates

G L'abbé, N Weyns, I Sannen…

Index: L'abbe, Gerrit; Weyns, Nancy; Sannen, Ingrid; Delbeke, Pieter; Toppet, Suzanne Journal of Heterocyclic Chemistry, 1991 , vol. 28, # 2 p. 405 - 409

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Citation Number: 11

Abstract

Abstract 4-Methyl-5-(substituted) imino-1, 2, 3, 4-thiatriazolines 1 (R 2≠ Me) undergo cycloaddition-elimination reactions with isocyanates to yield 4-methyl-5-(substituted) imino- 1, 2, 4-thiadiazolidine-3-ones 5 via the thermodynamically less stable isomers 4. The latter have not been isolated, except for 4q which was shown to iso-merize rapidly into 5q with phenylsulfonyl isocyanate. The reactions of 1 are accelerated by using less bulky R 2 ...