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Synthesis of extended triphenylenes by palladium-catalyzed [2+2+2] cycloaddition of triphenylynes
Authors:Romero Carmen  Peña Diego  Pérez Dolores  Guitián Enrique
Affiliation:Departamento de Química Orgánica, Facultad de Química, Universidad de Santiago de Compostela, 15782 Santiago de Compostela, Spain.
Abstract:The synthesis of ortho-(trimethylsilyl)triphenylenyl triflates 7 is described. Fluoride-induced decomposition of these triflates leads to the generation of didehydrotriphenylenes (triphenylynes) 6. These arynes undergo [4+2] cycloadditions with dienes to afford the corresponding Diels-Alder adducts or palladium-catalyzed formal [2+2+2] cycloadditions to afford extended triphenylenes.
Keywords:arynes  catalysis  cyclotrimerization  palladium  triphenylenes
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