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Electrochemical Phenylselenoetherification as a Key Step in the Synthesis of (±)‐Curcumene Ether
Authors:Dragana Stevanović  Anka Pejović  Ivan S. Damljanović  Mirjana D. Vukićević  Georgi Dobrikov  Vladimir Dimitrov  Marija S. Denić  Niko S. Radulović  Rastko D. Vukićević
Affiliation:1. Department of Chemistry, Faculty of Science, University of Kragujevac, R. Domanovi?a 12, RS‐34000 Kragujevac (phone: +38134300286;2. fax: +38134335040);3. Department of Pharmacy, Faculty of Medical Sciences, University of Kragujevac, S. Markovi?a 69, RS‐34000 Kragujevac;4. Institute of Organic Chemistry with Centre of Phytochemistry, Bulgarian Academy of Sciences, Bl. 9, Acad. G. Bonchev Str., BG‐1113 Sofia;5. Department of Chemistry, Faculty of Science and Mathematics, University of Ni?, Vi?egradska 33, RS‐18000 Ni? (phone: +381628049210;6. fax: +38118533014)
Abstract:Two variants of a new pathway for the synthesis of (±)‐curcumene ether are described. The key steps in these procedures are intramolecular cyclizations of 6‐methyl‐2‐(4‐methylphenyl)hept‐6‐en‐2‐ol and 2‐methyl‐6‐(4‐methylphenyl)hept‐6‐en‐2‐ol by means of an electrochemically generated phenylselenyl cation. This synthetic approach provides significantly better yields than the previously reported protocols.
Keywords:Curcumene ether  Electroorganic syntheses  Phenylselenoetherification  Diselenide, diphenyl  Cyclization reactions
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