Ring-Ketten-Isomerie substituierter Tetrahydropyridinderivate / Ring Chain Isomerism of Substituted Tetrahydropyridines
Open Access
- 1 October 1986
- journal article
- Published by Walter de Gruyter GmbH in Zeitschrift für Naturforschung B
- Vol. 41 (10) , 1323-1328
- https://doi.org/10.1515/znb-1986-1021
Abstract
The reactions of δ-bromoketones 1 with amines lead to cyclic enamines 6 or secondary δ-am inoketones 3 depending on the nature of the amine used. Amino substituents which increase the nucleophilicity forces the course of the reaction towards cyclisation to 6 , which in turn yields the corresponding iminium salts 5. This pathway can be suppressed by large substituents leading to the formation of ammonium salts 4.Keywords
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