The Journal of Organic Chemistry

1-Thia-3, 4-diazolidine-2, 5-dione functionality: a photochemical synthon for the azo group

M Squillacote, J De Felippis

Index: Squillacote, Michael; Felippis, James De Journal of Organic Chemistry, 1994 , vol. 59, # 13 p. 3564 - 3571

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Citation Number: 15

Abstract

The l-thia-3, 4-diazolidine-2, 5-dione functional group was shown to yield azo compounds upon photolysis. This photoreaction when combined with the known ability of this group to react in a Diels-Alder fashion or as a dinucelophile toward alkylating agents greatly increases the utility of this functionality. The dual reactivity of this group was demonstrated in the synthesis of a number of 3, 4-dialkyl-l-thia-3, 4-diazolidine-2, 5-diones. The photolysis ...