Open Access
Reductions with sulfurated borohydrides. IV. Reduction of oximes
Author(s) -
J. M. Lalancette,
Jean-Rock Brindle
Publication year - 1970
Publication title -
canadian journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.323
H-Index - 68
eISSN - 1480-3291
pISSN - 0008-4042
DOI - 10.1139/v70-121
Subject(s) - chemistry , hydroxylamine , sodium borohydride , oxime , steric effects , reduction (mathematics) , hydride , amine gas treating , hydrogen , borohydride , organic chemistry , medicinal chemistry , catalysis , geometry , mathematics
Sulfurated sodium borohydride can reduce oximes to the corresponding amine with yields depending on the steric requirement of the oxime. Intermediate hydroxylamine can be obtained predominantly under appropriate experimental conditions. A reaction mechanism taking into account the availability of only one hydrogen for reduction on the hydride and the production of intermediate hydroxylamine is proposed.