- A convenient synthesis of 2,2-dibromo-1-arylethanones by bromination of 1-arylethanones with the H2O2-HBr system
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1-Arylethanones and related compounds are brominated in dioxane with the H2O2-HBraq system, resulting in the replacement of two hydrogen atoms in the methyl group with bromine. The reaction is also accompanied by bromination of the aromatic ring provided that the latter contains electron-donating substituents. The reaction proceeds rapidly (20 min) and results in complete conversion of ketones to give 2,2-dibromo-1- arylethanones in yields up to 86%. Georg Thieme Verlag Stuttgart.
- Terent'ev, Alexander O.,Khodykin, Sergey V.,Krylov, Igor B.,Ogibin, Yuri N.,Nikishin, Gennady I.
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p. 1087 - 1092
(2007/10/03)
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- EXAMINATION OF BY-PRODUCTS FORMED UPON REACTING TRIALKYL PHOSPHITES WITH 2,4-DICHLOROPHENACYLIDENE BROMIDE AS A MECHANISTIC PROBE OF PERKOW REACTION
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Besides the expected O,O-dialkyl-O--2-bromovinyl phosphates the formation of their structural analogs devoid of bromine or having two bromine atoms at the terminal position of vinyl group along with α-alkoxy-β-bromo-2,4-dichlorostyrene, α-alkoxy-β,β-dibromo-2,4-dichlorostyrene, and 2,4-dichlorophenacyl bromide was observed in Perkow reactions between trialkyl phosphites and chromatographically pure 2,4-dichlorophenacylidene bromide.The total quantity of side products markedly increases with increasing polarity of solvent.The formation of all the above mentioned compounds can be plausibly explained by assuming an intimate or solvent separated ion-pair as a common intermediate.
- Koziara, Anna,Mloykowska, Barbara,Majewski, Piotr,Sledzinski, Bogdan,Zwierzak, Andrzej
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p. 399 - 409
(2007/10/02)
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