84401-92-3Relevant academic research and scientific papers
Electrophilic β-Bromination and Nucleophilic α-Methoxylation of α,β-Unsaturated Carbonyl Compounds
Fischer, Hans,Klippe, Michael,Lerche, Holger,Severin, Theodor,Wanninger, Gabriele
, p. 399 - 404 (2007/10/02)
Oximes 29a,b, semicarbazones 11a-d, dimethylhydrazones 4, and hydrazones 23a-c of unsaturated aldehydes and ketones are brominated at the β-carbon by an addition-elimination sequence ( 21a,b, 13a-d, 7, and 27c, respectively.) When unsaturated ketone hydrazones are treated with bromine and methanol the α-methoxy-β-bromo derivatives 35a-c are obtained, which after hydrolysis and hydrobromic acid elimination give α-methoxy substitution products 36a-c of the starting compounds.
SYNTHESIS OF SUBSTITUTED 1,3-DITHIOLANES FROM α,β-DIBROMO OXIMES
Tashchi, V. P.,Ivanov, A. P.,Rukasov, A. F.,Putsykin, Yu. G.,Orlova, T. I.,Baskakov, Yu. A.
, p. 1930 - 1937 (2007/10/02)
Derivatives of 1,3-Dithiolanes were obtained by the reaction of α,β-dibromo oximes, synthesized by bromination of the corresponding α,β-unsaturated oximes, with the salts of xanthic and dithiocarbamic acids and also with di(sodiothio)methylenemalononitrile and di(sodiothio)methylenecyanoethyl acetate.The bromine atom at the α position of the α,β-dibromo oximes undergoes substitution initially.The O-acyl derivatives of α,β-dibromo oximes underwent debromination under these conditions to the corresponding O-acylated α,β-unsaturated oximes.
