596127-37-6Relevant articles and documents
Intermolecular retro-cope type hydroxylamination of alkynes with NH 2OH: (E-1-(1-hydroxycyclohexyl)ethanone oxime)
Loiseau, Francis,Beauchemin, André M.
, p. 87 - 95 (2014/04/03)
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Intermolecular cope-type hydroamination of alkenes and alkynes
Beauchemin, Andre M.,Moran, Joseph,Lebrun, Marie-Eve,Seguin, Catherine,Dimitrijevic, Elena,Zhang, Lili,Gorelsky, Serge I.
, p. 1410 - 1413 (2008/12/23)
(Chemical Equation Presented) Keep it simple! Intermolecular hydroamination can be achieved simply upon heating alkynes and alkenes with aqueous hydroxylamine. Alkynes react to afford oximes in good to excellent yields, and the formation of Markovnikov products is favored. A mechanism involving Cope-type hydroamination followed by bimolecular proton transfer is suggested and supported by DFT studies.