Die Verwendung von 2-Chlormethylpyridin-N-oxiden in Cycloadditionen mit isolierten Doppelbindungen

Authors

  • Martin Riediker Eidgenössische Technische Hochschule, Laboratorium für Organische Chemie, ETH-Zentrum, CH-8092 Zürich
  • Walter Graf Eidgenössische Technische Hochschule, Laboratorium für Organische Chemie, ETH-Zentrum, CH-8092 Zürich

DOI:

https://doi.org/10.2533/chimia.1980.461

Abstract

It is shown that heterocyclic tetraenes of type 3 and 4, generated from chloromethyl-pyridine N-Oxides (cf. 1) and epoxyvinylpyridine N-oxides (cf. 2) resp., give raise to [8 + 2]-cycloadducts with isolated, olefinic double bonds (cf. 5 and 6) together with their respective substitution products (cf. 11 and 12). The cycloadducts 5 and 6 can be converted into ring opened products (cf. 9 and 10) by bond-isomeric cycloreversion (cf. 7 and 8) induced by proton abstraction with DBU.

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Published

1980-11-30

Issue

Vol. 34 No. 11 (1980): Forschung/Research

Section

Kurze Mitteilungen

License

Copyright (c) 1980 Martin Riediker

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

How to Cite

[1]
M. Riediker, W. Graf, Chimia 1980, 34, 461, DOI: 10.2533/chimia.1980.461.