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Volumn 52, Issue 22, 2011, Pages 2853-2856

Tetrabutylammonium hydrogen sulfate mediated domino reaction: Synthesis of novel benzopyran-annulated pyrano[2,3-c]pyrazoles

Author keywords

5 Pyrazolone; Benzopyrane; Knoevenagel hetero Diels Alder; Pyrano 2,3 c pyrazole; TBA HS

Indexed keywords

BENZOPYRAN DERIVATIVE; PYRAZOLE; TETRABUTYLAMMONIUM;

EID: 79955554421     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2011.03.108     Document Type: Article
Times cited : (28)

References (48)
  • 9
    • 79955555244 scopus 로고    scopus 로고
    • U.S. Patent 0064742 A1
    • Norman, B.H. U.S. Patent 0064742 A1, 2008
    • (2008)
    • Norman, B.H.1
  • 40
    • 79955552966 scopus 로고    scopus 로고
    • note
    • General procedure for the synthesis of substituted benzaldehydes 3a-d: To a stirred solution of 2 (0.01 mol) with anhydrous potassium carbonate (0.015 mol) in DMF (25 ml), a solution of allyl bromide (0.015 mol) or prenyl bromide (0.015 mol) in DMF (5 ml), was added drop-wise. The reaction mixture was stirred at room temperature till the completion of the reaction as confirmed by the TLC (10-12 h). The resulting mass was then poured into 100 g of ice with constant stirring. The solid residue was filtered, washed with cold water (3 × 10 ml), and dried at room temperature. The products 3a-d were obtained quantitatively with an excellent purity.
  • 42
    • 79955558093 scopus 로고    scopus 로고
    • note
    • 3) for a specified time shown in Table 2. After complete conversion, as indicated by the TLC, the mixture was cooled and subjected to reduced pressure to remove solvent. The residue 7a-p were washed with an appropriate solvent such as xylene or acetonitrile to remove any residual starting material and dried in vacuo. The products were obtained in 68-88% yields. Analytically pure sample was obtained by preparative TLC using ethyl acetate/hexane (3:7) as an eluent.
  • 43
    • 79955556682 scopus 로고    scopus 로고
    • note
    • +.
  • 46
    • 79955569416 scopus 로고    scopus 로고
    • note
    • 6): δ 18.45, 25.95, 28.41, 65.52, 110.77, 112.73, 119.88, 122.49, 123.44, 124.04, 124.65, 125.61, 127.67, 128.31, 129.84, 130.54, 130.85, 131.02, 131.93, 132.30, 139.18, 146.02, 146.58, 152.69, 158.83.
  • 48
    • 79955570633 scopus 로고    scopus 로고
    • note
    • +.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.