Reactions of acetylene ketones in superacids |
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| Authors: | S A Aristov A V Vasil’ev G K Fukin A P Rudenko |
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| Institution: | (1) St. Petersburg State Academy of Forestry Engineering, St. Petersburg, 194021, Russia;(2) Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences, Nizhnii Novgorod, Russia |
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| Abstract: | Vinyl type cations ArC+=CHCOR generated from acetylene ketones ArC≡CCOR in superacids HSO3F and CF3SO3H react with diverse benzene derivatives to form alkenylation products, E-/Z-isomers of diarylpropenone structures Ar(Ar’)C=CHCOR. The alkenylation of aromatic compounds with acetylene ketones in superacids occurs with the primary syn-addition of a hydrogen and an aryl residue to the acetylene bond followed by transformation of the product into anti-isomer under the conditions of the reaction. |
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