Synthesis of indenes from phenylpropanones using alumina catalyst |
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| Affiliation: | 1. School of Biological Sciences, UM-DAE Centre for Excellence in Basic Sciences, Mumbai, 400098, India;2. Organic Chemistry Division-II (C P C Division), CSIR-Indian Institute of Chemical Technology, Hyderabad, Telangana 500007, India;3. X-ray Crystallography, CSIR-Indian Institute of Chemical Technology, Hyderabad, Telangana 500007, India;1. University of Wrocław, Faculty of Chemistry, 14F. Joliot-Curie St., 50-383 Wrocław, Poland;2. Adam Mickiewicz University in Poznań, Faculty of Chemistry, 89b Umultowska St., 61-614 Poznań, Poland |
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| Abstract: | 1,3-Diphenylpronan-2-one undergoes dehydration over alumina at around 400° C to form 1,3-diphenylallene which cyclizes to 2-phenylindene. Since the parent ketone can be obtained under the reaction conditions from phenylacetic acid, the present reaction forms a one step syntheses of 2-phenylindene from phenylacetic acid. 3- and 4-methylphenylacetic acids also give the corresponding indenes. 1,3-Diphenylpropan-1-ones also give phenylindenes, presumably by a direct cyclodehydration reaction. |
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