Enamides via Long-Distance Migration of Double Bonds

✍ Scribed by Sergey A. Sergeyev; Manfred Hesse

• Book ID: 102254183
• Publisher: John Wiley and Sons
• Year: 2003
• Tongue: German
• Weight: 84 KB
• Volume: 86
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.200390074

✦ Synopsis

Abstract

A new method for preparation of enamides (N‐(alken‐1‐yl) amides) by means of the ‘long‐distance' migration of the double bond in unsaturated amides in the presence of [Fe(CO)~5~] is described. The method is shown to be particularly useful for the isomerization of N‐(but‐3‐enyl)amides, while, in the case of N‐(pent‐4‐enyl) and N‐(hex‐5‐enyl) amides the mixture of products was formed and the yield of the enamide was relatively low.