Addition of Primary Amines to 2‐(1‐Alkynyl)‐2‐cycloalken‐1‐ones

The regio‐ and stereoselective nucleophilic addition of primary aliphatic amines to 2‐(1‐alkynyl)‐2‐alken‐1‐ones was found to proceed through double‐bond migration. In particular, this is a mild and atom‐economical route for the preparation of (Z)‐β‐enaminones having cycloalkene rings. The regio‐ an...

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Veröffentlicht in:European journal of organic chemistry 2017-03, Vol.2017 (12), p.1624-1627
Hauptverfasser: Urbanait, Aurelija, Steinys, Lukas, Brukstus, Algirdas, Cikotien, Inga
Format: Artikel
Sprache:eng
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Zusammenfassung:The regio‐ and stereoselective nucleophilic addition of primary aliphatic amines to 2‐(1‐alkynyl)‐2‐alken‐1‐ones was found to proceed through double‐bond migration. In particular, this is a mild and atom‐economical route for the preparation of (Z)‐β‐enaminones having cycloalkene rings. The regio‐ and stereoselective nucleophilic addition of primary aliphatic amines to 2‐(1‐alkynyl)‐2‐cycloalken‐1‐ones proceeds through double‐bond migration. In particular, (Z)‐β‐enaminones having cycloalkene rings can be prepared through a mild and atom‐economical route.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201700119