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Volumn 37, Issue 9, 2008, Pages 1000-1001

Silica-supported phosphomolybdic acid-catalyzed efficient synthesis of 1,8-dioxooctahydroxanthene and tetrahydrochromene derivatives

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EID: 53649100422     PISSN: 03667022     EISSN: 13480715     Source Type: Journal    
DOI: 10.1246/cl.2008.1000     Document Type: Article
Times cited : (8)

References (24)
  • 1
    • 53649098310 scopus 로고    scopus 로고
    • Part 153 in the series, Studies on novel synthetic methodologies.
    • Part 153 in the series, "Studies on novel synthetic methodologies".
  • 3
    • 27744579044 scopus 로고
    • Tokkyo Koho JP 56005480, 1981;
    • b) T. Hideo, Jpn. Tokkyo Koho JP 56005480, 1981; Chem. Abstr. 1981, 95, 80922h.
    • (1981) Chem. Abstr , vol.95
    • Hideo, T.1    Jpn2
  • 24
    • 53649093108 scopus 로고    scopus 로고
    • Preparation of the catalyst: To a solution of H3MO 12O40·24H2O (100mg, 0.1 equiv by Wt) in MeOH (5 mL) silica gel (900 mg, 0.9 equiv by wt, 100-200 mesh) was added slowly. The mixture was stirred at room temperature for 6 h. Evoparation of MeOH under reduced pressure offorded dry yellowish powder of the catalyst. General procedure for the synthesis of 1,8-dioxooctahydroxanthenes: To a mixture of an aldehyde (1 mmol) and dimedone (2.2 mmol) in MeOH (5 mL) PMA·SiO 2 (100mg) was added. The mixture was stirred at room temperature and the reaction was monitored by TLC. After completion the reaction mixture was filtered and the catalyst was recovered after washing the residue with MeOH (2 × 5 mL, The filtrate was concentrated and the residue was subjected to column chromatography (silica gel, hexane-EtOAc) to obtain pure 1,8-dioxooctahydroxanthene. The recovered catalyst was reused three times subsequently for the s
    • +.


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