4-METHALLYL SUBSTITUTED 1,2,4-TRIAZOLINE-3-THIONES AS A SOURCE OF N-BRIDGEHEAD HETEROCYCLES

Authors
ERNST S JELONEK S SIELER J SCHULZE K
Citation
S. Ernst et al., 4-METHALLYL SUBSTITUTED 1,2,4-TRIAZOLINE-3-THIONES AS A SOURCE OF N-BRIDGEHEAD HETEROCYCLES, Tetrahedron, 52(3), 1996, pp. 791-798
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
3
Year of publication
1996
Pages
791 - 798
Database
ISI
SICI code
0040-4020(1996)52:3<791:4S1AAS>2.0.ZU;2-G
Abstract
4-Methallyl substituted 1,2,4-triazoline-3-thiones 1 upon treatment wi th sulfuric acid or bromine cyclize to derivatives of thiazolo[2,3-c]- 1,2,4-triazole 2 and 3, respectively. However, after methylation of th e thiocarbonyl-sulfur by methyl trifluoromethanesulfonate and further treatment with bromine, compounds 1 undergo a cyclization to the imida zo[2,1-c]-1,2,4-triazoline-3-thiones 5.