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A facile preparation of tetralins from arene-1,4-diones using titanium(IV) chloride and triethylsilane
Authors:Gang LiQiong Xiao  Chun LiXiaojian Wang  Dali Yin
Affiliation:Department of Medicinal Chemistry, Beijing Key Laboratory of Active Substances Discovery and Drugability Evaluation, State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica, Peking Union Medical College and Chinese Academy of Medical Sciences, Beijing 100050, PR China
Abstract:A facile method for the synthesis of tetralins has been described which uses various substituted phenylpentane-1,4-diones as starting material with a combination of TiCl4/Et3SiH. The synthesis involves three reactions under mild conditions. A mechanism has been proposed for the reductive cyclization through ionic hydrogenation, and titanium(IV) chloride catalyzed cyclization.
Keywords:Tetralin   Arene-1,4-dione   Intramolecular cyclization   Ionic hydrogenation
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