No abstract

New trick for an old dog: C3‐Quaternary indolenines were synthesized by combining readily available α,β‐unsaturated N‐aryl ketonitrones and activated alkynes. This remarkably simple and atom‐economical transformation does not require transition‐metal catalysis and involves the formation of the heterocycles with concomitant generation of two contiguous quaternary and tertiary chiral centers.

Title compounds, obtained by reaction of readily available α,β‐unsaturated N‐aryl ketonitrones and activated alkynes, are potentially applicable to the synthesis of complex indole alkaloids and related compounds.

A modular approach to title compounds (V) is described.

Ohne Übergangsmetallkatalysator reagieren einfach zugängliche α,β‐ungesättigte N‐Arylketonitrone und aktivierte Alkine zu C3‐quartären Indoleninen in einer bemerkenswert einfachen und atomökonomischen Reaktion. Die Heterocyclen werden dabei unter gleichzeitiger Erzeugung von zwei benachbarten chiralen Zentren, einem quartären und einem tertiären, gebildet.