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Synthesis and Reactivity of a Novel Class of Long-Lived Ammonium Ylides: Derivatives of Benzo[b]pyrrolo[2,1-f][1.6]naphthyridine

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posted on 20.06.2008, 00:00 by Leonid G. Voskressensky, Ilya V. Vorobiev, Tatyana N. Borisova, Alexey V. Varlamov
Reaction of 10-cyanotetrahydrobenzo[b][1,6]naphthyridines (1−6) with activated alkynes affords stable benzo[b]pyrrolo[2,1-f][1,6]naphthyridine-4-ium ylides (7−14) in moderate yields. A proposed mechanism for their formation consists of a new tandem multistage process.