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An Efficient Solvent Free Synthesis of 1,8‐Dioxo‐octahydroxanthene Using p ‐Toluene Sulfonic Acid
Author(s) -
Bayat Mohammad,
Imanieh Hossien,
Hossieni Seyydeh Hajar
Publication year - 2009
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200990369
Subject(s) - chemistry , dimedone , toluene , catalysis , solvent , cyclohexene , sulfonic acid , organic chemistry , p toluenesulfonic acid
Abstract A simple and efficient method for the synthesis of 1,8‐dioxo‐octahydroxanthene by using p ‐toluenesulfonic acid as a catalyst under solvent free conditions is described, which involves cyclization of 2,2‐arylmethylenebis(3‐hydroxy‐5,5‐dimethyl‐2‐cyclohexene‐1‐one) that was obtained firstly by the reaction of dimedone with aromatic aldehydes in water as solvent and catalyst at room temperature. The experimental procedures in the two steps are very simple and the products are formed in excellent yields.