Journal of the Chemical Society. Perkin transactions I p. 485 - 488 (1990)
Update date:2022-08-17
Topics:
Barker, Stephen J.
Storr, Richard C.
1-Vinylbenzotriazoles give indoles on flash vacuum pyrolysis, but depending on the vinyl substituents side reactions leading to N-phenylketenimines or benzonitrile are observed.The latter process occurs with 1,2-disubstituted vinyl groups and an azatrimethylenemethane is suggested as an intermediate.Ketenimine formation is associated with vinyl groups bearing an α-hydrogen and is the only pathway observed for 1-(2-methylprop-1-enyl)benzotriazole which does not give 3,3-dimethyl-3H-indole.
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