123775-39-3Relevant articles and documents
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.
