Tandem aza-Michael addition–vinylogous aldol condensation: synthesis of N-bridged pyridine fused quinolones?

Organic & Biomolecular Chemistry Pub Date: 2021-12-21 DOI: 10.1039/D1OB02087K

Abstract

Herein, we present a tandem aza-Michael addition–vinylogous aldol condensation strategy for the synthesis of N-bridged pyridine fused quinolone derivatives from quinolones and ynones. The presented tandem transformation features the construction of C–N and C[double bond, length as m-dash]C bonds in a single operation, under transition metal-free conditions. The wide substrate scope and gram scale synthesis of pyridine fused quinolone derivatives expand the synthetic value of the presented protocol.

Graphical abstract: Tandem aza-Michael addition–vinylogous aldol condensation: synthesis of N-bridged pyridine fused quinolones
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