Studies on Isocyanides and Related Compounds. An Unusual Synthesis of Functionalized Succinimides

R. BOSSIO, Carlos F. Marcos, Stefano Marcaccini, Roberto Pepino

Synthesis · 1997 · 31 citations · 0 references

Concepts

Abstract

All articles of this category The treatment of ( E )-2-[( N -chloroacetyl- N -(4-nitrophenyl)amino]-4-phenylbut-3-enoic acid N -cyclohexamide (6a) with KOH does not afford the expected β -lactam 1a but the succinimide 7a , probably through a ring enlargement of compound 1a itself. A hypothesis on the reaction mechanism, which is corroborated by experimental results, is formulated. isocyanides - Ugi four-component condensation (4CC) - β -lactams - ring enlargement - succinimides