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Paper | Regular issue | Vol 57, No. 3, 2002, pp.483-489
Published online, 1st January, 1970
DOI: 10.3987/COM-01-9422
Benzo-1,4-oxathiins and Benzo-1,4-dithiins from 4,5-Disubstituted 1,2,3-Thiadiazoles

Alan R. Katritzky,* George N. Nikonov, Dmytro O. Tymoshenko, Elizabeth L. Moyano, and Peter J. Steel

*Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, P. O. Box 117200, Gainesville, FL 32611-7200, U.S.A.

Abstract

4-Aryl(or heteroaryl)-5-heterosubstituted 1,2,3-thiadiazoles on heating in the presence of sodium hydride undergo ring opening with nitrogen elimination followed by recyclization to form the corresponding 1,4-benzoxathiins and 1,4-benzodithiins.