5-(2-Aminoethyl)-3-aryl-5-phenylaminoisoxazole durch Ringtransformation von 2-Phenacylidenimidazolidinen
- 1 January 1989
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1989 (01) , 12-15
- https://doi.org/10.1055/s-1989-27131
Abstract
Ring Transformation of 2-Phenacylideneimidazolidines into 5-(2-Amino-ethyl)aminoisoxazoles The reaction of lithiated 2-alkyl-1-phenyl-4,5-dihydroimidazoles with benzoic esters (and pyridine analogs) leads to acylketene N,N-acetals having the structure of 2-phenacylideneimidazolidines. The E configuration of these compounds with an exocyclic double bond was substantiated by NOE experiments. With hydroxylamine hydrochloride these "endiaminones" undergo ring transformation to give 5-(2-aminoethylamino) isoxazoles which were characterized by spectrometric methods.Keywords
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