Rhodium(I)-catalysed hydrocarbonylation and silylcarbonylation reactions of alkynes in the presence of primary amines leading to 2-pyrrolidinones and 4-silylated 1-aza-1,3-butadienes

✍ Scribed by Lars Bärfacker; Christoph Hollmann; Peter Eilbracht

• Publisher: Elsevier Science
• Year: 1998
• Tongue: French
• Weight: 684 KB
• Volume: 54
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(98)00160-4

✦ Synopsis

Rh(l)-catalysed hydrocarbonylation of alkynes 1 in the presence of primary amines gives substituted 2-pyrrolidinones 3 in a one-pot procedure. Replacement of hydrogen by hydrosilanes via silylcarbonylation leads to 4-silylated 1-aza-1,3-butadienes 5. These azadienes are converted with dimethyl acetylenedicarboxylate to 1,4-dihydropyridines 8 via Diels-Alder reaction.