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

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

Volume: 11 Issue: 9

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

Affiliation:

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

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

Cite this article as:

Ganesan Selva Subramaniapillai, Kothandapani Jagatheeswaran and Ganesan Asaithampi, Zinc Chloride Catalyzed Collective Synthesis of Arylmethylene Bis(3- hydroxy-2-cyclohexene-1-ones) and 1,8-Dioxo-octahydroxanthene/acridine Derivatives, Letters in Organic Chemistry 2014; 11 (9) . https://dx.doi.org/10.2174/1570178611666140612211155