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■ Studies on Isocyanides and Related Compounds. A Novel Synthetic Route to 1,6-Dihydro-6-oxopyridine-2-carboxylic Acid Derivatives

Ricardo Bossio, Carlos F. Marcos, Stefano Marcaccini,* and Roberto Pepino

*CNR, Centro di Studio Sulla Chimica e la Struttura dei Composti Eterociclici e lolo Applicazioni, c/o Dipartimento di Chimica Organica "Ugo Schiff", Università di Firenze, Via Gino Capponi 9, I-50121 Firenze, Italy

Abstract

The Ugi 4-CC between (E)-cinnamaldehyde (2), benzoylformic acid (3), cyclohexyl isocyanide (4) and amines (5) afforded the expected (E)-2-[N-benzoylformyl-N-arylamino]-4-phenylbut-3-enoic acid N-cyclohexylamides (6) which underwent a base-catalyzed cyclization to give the title compounds in high yields.