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Volumn 45, Issue 50, 2004, Pages 9257-9259

A versatile and efficient synthesis of 3-aroyl-1,4-dihydroquinolin-4-ones

Author keywords

Enaminoester; Methyl anthranylate; Quinolone

Indexed keywords

ANTHRANILIC ACID METHYL ESTER; ETHER DERIVATIVE; HYDROQUINONE DERIVATIVE; KETONE; KETONE DERIVATIVE; QUINOLINE DERIVATIVE;

EID: 8544221860     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.10.067     Document Type: Article
Times cited : (17)

References (26)
  • 19
    • 8544222980 scopus 로고    scopus 로고
    • note
    • General procedure for the synthesis of (Z) enaminoester 3a-g. A mixture of the appropriate β-ketonic-enol ether (2a-g) (1 equiv), anhydrous zinc chloride (2 equiv) in dry THF was stirred at room temperature for 15 min. The methyl anthranilate (1.2 equiv) was added, and the resulting solution was stirred at room temperature for 24 h, evaporated and diluted with ethyl acetate. The solution was washed with water and sodium bicarbonate aqueous solution (5%), dried and evaporated. The residue was triturated in ether and the resulting solid was recrystallised from isopropyl ether. NMR analysis revealed the formation of (Z) isomers
  • 22
    • 8544224438 scopus 로고    scopus 로고
    • note
    • General procedure for the synthesis of 4-aroyl-quinolone 1a-g: appropriate enaminoester 3a-g (1 equiv) was added to a solution of sodium (5 equiv) in anhydrous methanol (5 mL) and diphenyl ether (40 mL). The mixture was refluxed for 4 h. After cooling, the pH was adjusted to 4 with 2 N HCl. The solid obtained was collected by filtration and recrystallised
  • 25
    • 8544276013 scopus 로고    scopus 로고
    • note
    • 2 for 4a were observed


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.