Synthetic studies on 3-arylquinazolin-4-ones: Intramolecular nucleophilic aromatic substitution reaction of 2-carboxamido-3-arylquinazolin-4-ones and its application to the synthesis of secondary aryl amines

Haruhiko Fuwa, Toshitake Kobayashi, Takashi Tokitoh, Yukiko Torii, Hideaki Natsugari

    Research output: Contribution to journalArticle

    18 Citations (Scopus)

    Abstract

    The general synthesis and a novel intramolecular nucleophilic aromatic substitution (SNAr) reaction of 2-carboxamido-3-arylquinazolin-4- ones, a potentially useful scaffold in the field of medicinal chemistry, are described. The synthetic utility of the SNAr reaction as a tool for the synthesis of secondary aryl amines, including diaryl amines, is also demonstrated.

    Original languageEnglish
    Pages (from-to)4297-4312
    Number of pages16
    JournalTetrahedron
    Volume61
    Issue number17
    DOIs
    Publication statusPublished - 2005 Apr 25

    Keywords

    • 2-Carboxamido-3-arylquinazolin-4-one
    • Intramolecular reaction
    • Nucleophilic aromatic substitution
    • Quinazolinone
    • Secondary aryl amine

    ASJC Scopus subject areas

    • Biochemistry
    • Drug Discovery
    • Organic Chemistry

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