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

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 = 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.

Automated summary

A novel synthesis strategy was proposed for the formation of N-bridged pyridine fused quinolone derivatives via a tandem reaction, which not only constructs multiple bonds in a single operation but also proceeds under transition metal-free conditions, demonstrating broad substrate scope and gram scale synthesis.