Methods for Converting N-Alkyl Lactams to Vinylogous Urethanes and Vinylogous Amides via (Methylthio)alkylideniminium Salts

Article abstract of DOI:10.1021/jo00331a018

Treatment of enolizable (methylthio)alkylideniminium salts with active methylene compounds under basic conditions gives Knoevenagel-type adducts in excellent yields.Attempts to convert several of these adducts to vinylogous urethanes and vinylogous amides met with varied success.One-pot preparations of vinylogous urethanes and vinylogous amides from (methylthio)alkylideniminium salts and selected active methylene compounds are also described.