Synthesis of 2,3-dihydropyridines, cyclobutanopyrrolines and quinolines from lithiated allenes and isothiocyanates

✍ Scribed by Lambert Brandsma; Nina A. Nedolya; Hermann D. Verkruijsse; Noel L. Owen; Li Du; Boris A. Trofimov

• Book ID: 104257920
• Publisher: Elsevier Science
• Year: 1997
• Tongue: French
• Weight: 188 KB
• Volume: 38
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(97)01591-8

✦ Synopsis

The products obtained by S-alkylation of the addacts from lithiated allenes and alkyi or aryl isothiocyanates undergo thermal rearrangements with ultimate formation of derivatives of 2,3-dihydropyridine, cyclobutanopyrrolineand quinoline, depending on the structure of the isothiocyanate. In some reactions azatrienes with a fully conjugated system can be isolated.