929-55-5Relevant articles and documents
Hydroxylamine Reactions with Peroxide Products of Alkenes Ozonolysis
Legostaeva, Yu. V.,Garifullina,Nazarov,Ishmuratova,Ishmuratov, G. Yu.
, p. 1122 - 1126 (2018/10/24)
Reactions were studied of peroxide ozonolysis products obtained from linear and cyclic alkenes with hydroxylamine prepared in situ from NH2OH·HCl by hydrogen chloride neutralization with sodium acetate. A one-pot reactions sequence was performed: alkene oxidation with ozone → reduction to a carbonyl compound with hydroxylamine → condensation of the carbonyl compound with hydroxylamine providing a possibility of direct transformation of alkenes in keto- and aldoximes excluding the stage of preparation and isolation of the carbonyl compound.
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.
Facile conversion of acetals to nitriles
Yamauchi
, p. 2042 - 2043 (2007/10/02)
Aliphatic and aromatic acetals are easily and efficiently converted to the corresponding nitriles by reaction with hydroxylamine hydrochloride in refluxing absolute ethanol.