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Synthesis of Stable 1H-Azirines Reinvestigated: A Structural Corrigendum

The isoquinoline-catalyzed synthesis of pretended 1H-azirines from phenacyl bromides and N,N\'-dialkylcarbodiimides was repeated. The products do not possess the structure of antiaromatic 1H-azirines, but simple N-acyl-N,N\'-dialkylureas were formed instead. This structural corrigendum was confirmed by the independent synthesis of the known ureas and comparison of their 1H NMR and 13C NMR spectroscopic data in the case of six compounds. Thus,1H-azirines keep their classification as very short-lived intermediates.

Identiferoai:union.ndltd.org:DRESDEN/oai:qucosa.de:bsz:ch1-qucosa-153930
Date13 October 2014
CreatorsBanert, Klaus, Hagedorn, Manfred, Peisker, Heiko
ContributorsTU Chemnitz, Fakultät für Naturwissenschaften
PublisherUniversitätsbibliothek Chemnitz
Source SetsHochschulschriftenserver (HSSS) der SLUB Dresden
LanguageEnglish
Detected LanguageEnglish
Typedoc-type:article
Formatapplication/pdf, application/pdf, text/plain, application/zip
SourceSynlett. - 23. 2012, 20, S. 2943 - 2946

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