Letters in Organic Chemistry

Gwilherm Evano
Free University of Brussels
Brussels
Belgium

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Zinc Chloride Catalyzed Collective Synthesis of Arylmethylene Bis(3- hydroxy-2-cyclohexene-1-ones) and 1,8-Dioxo-octahydroxanthene/acridine Derivatives

Author(s): Subramaniapillai Selva Ganesan, Jagatheeswaran Kothandapani, Asaithampi Ganesan.

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Abstract:

Catalytic amount of ZnCl2 efficiently promoted rapid synthesis of arylmethylene bis(3-hydroxy-2-cyclohexene- 1-one) in water at room temperature in excellent yield. At elevated temperature, ZnCl2 also catalyzed one-pot synthesis of 1,8-dioxo-octahydroxanthene and 1,8-dioxo-decahydroacridine derivatives in good yield. In specific instances, unusual dissociation of dimedone from the arylmethylene bis(3-hydroxy-2-cyclohexene-1-one) was identified in the reaction medium. It was minimized/avoided by the addition of known excess dimedone to the reaction mixture in the one-pot synthesis of 1,8-dioxo-octahydroxanthene

Keywords: Acridine, green synthesis, one-pot synthesis, xanthene, zinc chloride.

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Article Details

VOLUME: 11
ISSUE: 9
Year: 2014
Page: [682 - 687]
Pages: 6
DOI: 10.2174/1570178611666140612211155
Price: $58