Non-catalytic Addition of 1,2,4-Triazole to Nucleophilic and Electrophilic Alkenes |
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Authors: | BV Timokhin A I Golubin O V Vysotskaya V A Kron L A Oparina N K Gusarova B A Trofimov |
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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 |
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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%. |
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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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