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Volumn 48, Issue 10, 2007, Pages 1699-1702

Highly efficient and regioselective synthesis of keto-enamine Schiff bases of 7-hydroxy-4-methyl-2-oxo-2H-benzo[h]chromene-8,10-dicarbaldehyde and 1-hydroxynaphthalene-2,4-dicarbaldehyde

Author keywords

Coumarins synthesis; Imine enamine tautomerism; NMR spectroscopy; Regioselectivity; Schiff bases

Indexed keywords

ALCOHOL; ALDEHYDE DERIVATIVE; CHROMENE DERIVATIVE; ENAMINE; HYDROXYL GROUP; KETONE DERIVATIVE; NAPHTHALENE DERIVATIVE; SCHIFF BASE;

EID: 33846817141     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.01.044     Document Type: Article
Times cited : (21)

References (26)
  • 13
    • 1642493649 scopus 로고    scopus 로고
    • To the dialdehyde 3 (2 mmol) and n-butylamine (4 mmol) was added absolute ethanol (10 ml) and the mixture stirred at room temperature for 1-2 min. The mixture formed was filtered and washed with water. The crude product was purified by column chromatography over silica to provide pure enamine 4e in a high yield.
    • To the dialdehyde 3 (2 mmol) and n-butylamine (4 mmol) was added absolute ethanol (10 ml) and the mixture stirred at room temperature for 1-2 min. The mixture formed was filtered and washed with water. The crude product was purified by column chromatography over silica to provide pure enamine 4e in a high yield. Kontogiorgis C.A., and Hadjipavlou L.D.J. Bioorg. Med. Chem. Lett. 14 (2004) 611-614
    • (2004) Bioorg. Med. Chem. Lett. , vol.14 , pp. 611-614
    • Kontogiorgis, C.A.1    Hadjipavlou, L.D.J.2
  • 21
    • 33846841434 scopus 로고    scopus 로고
    • note
    • 13C NMR: δ 12.2 (C-4′), 18.4 (C-3′), 30.7 (C-2′), 49.4 (C-1′), 106.7 (C-2), 118.9 (C), 123.9 (CH), 124.4 (CH), 124.9 (CH), 129.2 (C), 130.8 (CH), 132.7 (C), 145.1 (C-3), 161.1 (C{double bond, long}N), 180.0 (C-1), 189.3 (CHO); ESI-Mass: 256 (M+1).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.