Journal of the Chemical Society. Perkin transactions I p. 2779 - 2783 (1984)
Update date:2022-08-03
Topics:
Hunter, Daniel
Neilson, Douglas G.
s-Tetrazines having aryl substituents in either the 3- or 3,6-positions react readily with alkyl or aryl Grignard reagents to give 1-alkyl(or aryl)-1,4-dihydro-s-terazines.The 1-alkyl-1,4-dihydro-s-tetrazines rearrange in methanolic hydrogen chloride to 4-alkylamino-1,2,4-triazoles, but thermolyse readily to the less well known, isomeric 1-alkylamino-1,2,4-triazoles.Possible reaction pathways involving breakdown to nitrile and reactive intermediates such as 1,3-dipolar species are discussed.
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Doi:10.1002/recl.19831021207
(1983)Doi:10.1039/c8sc01410h
(2018)Doi:10.1016/j.tetlet.2008.09.045
(2008)Doi:10.1021/jo00183a027
(1984)Doi:10.1016/S0040-4039(01)99805-3
(1983)Doi:10.1016/j.bmcl.2018.05.035
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