Stereoselective synthesis of dihydrothiadiazinoazines and dihydrothiadiazinoazoles and their pyrolytic desulfurization ring contraction

A Al-Etaibi, E John, MR Ibrahim, NA Al-Awadi…

Index: Al-Etaibi, Alya; John, Elizabeth; Ibrahim, Maher R.; Al-Awadi, Nouria A.; Ibrahim, Yehia A. Tetrahedron, 2011 , vol. 67, # 34 p. 6259 - 6274

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Citation Number: 14

Abstract

Intramolecular base catalyzed C–C bond formation led to exclusive stereoselective syntheses of trans-6, 7-dihydro-5H-[1, 2, 4] triazolo [3, 4-b][1, 3, 4] thiadiazines, trans-7, 8- dihydro-6H-[1, 2, 4] triazino [3, 4-b][1, 3, 4] thiadiazin-4-ones, and trans-3, 4-dihydro-2H-[1, 3, 4] thiadiazino [2, 3-b] quinazolin-10-one. trans-6, 7-Dihydro-5H-[1, 2, 4] triazolo [3, 4-b][1, 3, 4] thiadiazines isomerize slowly in CDCl3 and more rapidly in DMSO-d6 into the ...