Hydrogen peroxide-or sodium hypochlorite-induced bromination of 1-arylbut-2-enes |
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Authors: | O A Sadygov Kh M Alimardanov |
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Institution: | (1) Mamedaliev Institute of Petrochemical Processes, National Academy of Sciences of Azerbaidjan, pr. Khodzhaly 30, Baku, 1025, Azerbaidjan, USA |
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Abstract: | Bromination of 1-arylbut-2-enes in the system HBr or NaBr (KBr)-HX]-H2O2 (or NaOCl) under relatively mild conditions leads to electrophilic addition of bromine or hypobromous acid at the side-chain double bond. Under more severe conditions, the process is accompanied by bromination of the aromatic ring. Treatment of the title compounds with peroxy acids (RCOOH-H2O2) gives the corresponding epoxy derivatives which react with HBr and oxygen-containing nucleophiles to produce α-bromo alcohols, diols, and diol acetates. |
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