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Non-catalytic Addition of 1,2,4-Triazole to Nucleophilic and Electrophilic Alkenes
Authors:BV Timokhin  A I Golubin  O V Vysotskaya  V A Kron  L A Oparina  N K Gusarova  B A Trofimov
Institution:(1) Irkutsk State University, Irkutsk, 664000, Russia;(2) A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk, 664033, Russia
Abstract:Non-catalytic addition of 1,2,4-triazole to vinyl ethers and esters occurs on heating (65-175°C, 4-20 h) to give Markovnikov adducts (yield 30-100%). Electron-deficient alkenes (acrylonitrile, acrylic acid, 4-phenyl-3-buten-2-one) react with 1,2,4-triazole (78-190°C, 4-20 h) to give anti-Markovnikov adducts in yields of 45-83%.
Keywords:acrylic acid  acrylonitrile  vinyl ethers  Markovnikov and anti-Markovnikov adducts  1  2  4-triazole  4-phenyl-3-buten-2-one  addition
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