Efficient Synthesis of Chromeno[4, 3, 2‐de] [1, 6]naphthyridine Derivatives via Pseudo Four‐Component Reaction. Issue 34 (9th September 2021)

• Record Type: Journal Article
• Authors: Gan, Jianbo; Luo, Naili; Wu, Chengjun; Wan, Xinyi; Wang, Cunde
• Is Part Of: ChemistrySelect. Volume 6:Issue 34(2021)
• Page Start: 9032
• Page End: 9037
• Publication Date: 2021-09-09
• Subjects: Chromenonaphthyridine -- Knoevenagel condensation -- Michael addition -- propionic acid -- chromeno[4, 3, 2-de][1, 6]naphthyridine-1-carboxylate; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.202101962
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: A novel approach to the synthesis of substituted 5‐amino‐4‐cyanochromeno[4, 3, 2‐ de ][1, 6]naphthyridine‐1‐carboxylates from a wide range of substituted 2‐hydroxybenzaldehydes with alkyl 3‐oxo‐3‐substituted propanoates and malononitrile was investigated via propionic acid‐promoted cascade Knoevenagel condensation/Michael addition/intramolecularly nucleophilic addition accompanied by oxidative aromatization. This procedure provided a highly efficient and facile route to functionalized chromenonaphthyridines from readily available substrates under mild reaction conditions. Abstract : 5‐Amino‐4‐cyanochromeno[4, 3, 2‐ de ][1, 6]naphthyridine‐1‐carboxylate derivatives were synthesized effecively via propionic acid‐promoted cascade Knoevenagel condensation/Michael addition/intramolecularly nucleophilic addition accompanied by oxidative aromatization.