Synthesis of heterocycles from aryl isothiocyanates and alkyl azides

G L'Abbe, G Verhelst, S Toppet

Index: L'abbe,G. et al. Journal of Organic Chemistry, 1977 , vol. 42, p. 1159 - 1163

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Citation Number: 18

Abstract

Benzyl azide reacts with aryl isothiocyanates at 60" C to produce five types of products (5-9). The asymmetric bis adducts of type 6, formed as major components in the early stage of the reactions, rearrange into the more stable symmetrisc bis adducts 7 under a variety of conditions. Some derivatives of 6 also undergo partial or complete de-composition into the corresponding benzthiazole 15 upon treatment with Dabco. A precursor of the bis adducts, ...