Journal of Heterocyclic Chemistry

Preparation of indoles from 4H??3, 1??benzothiazines by extrusion of sulfur

D Lednicer, DE Emmert

Index: Lednicer,D.; Emmert,D.E. Journal of Heterocyclic Chemistry, 1971 , vol. 8, p. 903 - 910

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Citation Number: 8

Abstract

Abstract Prolonged heating of a series of α-hydroxy-α-aryl-o-toluidines in the presence of base and carbon disulfide afforded the corresponding 4H-3,]-benzothiazine-2-thiones. Treatment of the thiolalkyl ethers of these compounds with strong bases led to ring contraction to the corresponding 2-thioalkyl indole with concommitant extrusion of sulfur. The scope of the reaction was examined.