Chemistry of Heterocyclic Compounds p. 299 - 303 (1992)
Update date:2022-07-30
Topics:
Lyubchanskaya, V. M.
Sarkisova, L. S.
Alekseeva, L. M.
Granik, V. G.
The process of condensation of p-benzoquinone with the secondary cyclic enamines 2-(2-nitromethylene)pyrrolidine, -piperidine, and -hexahydroazepine is very much dependent on the size of the saturated ring in these compounds.With increasing ring size, the content of derivatives of 5-hydroxybenzofuran decreases, and the quantity of derivatives of 5-hydroxyindole increases; with the seven-membered enamine, a substituted 6-hydroxyindole is also formed.For enamines of the pyrrolidine and piperidine series, 1,4-bis-2-(2'-nitromethylene)pyrrolidono- or piperidinohydroquinones are also recovered.
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