Rearrangement of 5-substituted 5-aminopentadienals
Fischer, Fabian; Berger, Daniel; Neuenschwander, Markus
1998
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Résumé

Strong nucleophiles are needed for inducing ring opening 3→4 since the pyrylium salt intermediates 3, formed from 5-X-substituted 5-aminopenta-2,4-dienals 2 upon treatment with acid, are quite unreactive due to “aromatic” stabilization. However, this allows an easy access to a variety of 2-aminopyrylium salts 3 from “push–pull” enynes 1. X=OAc, F, Cl, Br, I, OPh.

Détails

Titre Rearrangement of 5-substituted 5-aminopentadienals
Auteur(s)/ trice(s) Fischer, Fabian (Universität Bern, Bern, Switzerland)
Berger, Daniel (Universität Bern, Bern, Switzerland)
Neuenschwander, Markus (Universität Bern, Bern, Switzerland)
Date 1998-12
Publié dans Angewandte Chemie International Edition
Volume 1998, vol. 37, no. 15, pp. 2138-2140
Pagination 3 p.
DOI https://doi.org/10.1002/(SICI)1521-3773(19980817)37:15<2138::AID-ANIE2138>3.0.CO;2-5
ISSN 1433-7851
Type d'article scientifique
Domaine Ingénierie et Architecture
Ecole HEI-VS
Institut Institut Technologies du vivant
Note FISCHER, Fabian est chercheur à la HES-SO, HEI-VS, depuis 2002.
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