2015
DOI: 10.4236/ijoc.2015.52007
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The Effective Catalyst (Cobalt Salt/Lewis Acid) for Beckmann Rearrangement of Cycloalkanone Oximes to Lactams under Mild Conditions

Abstract: The Beckmann rearrangement of cyclohexanone oxime was achieved by the combined use of cobalt salt and Lewis acids co-catalysts (each 10 mol%). Various combinations of cobalt salts and Lewis acids gave lactams in a satisfactory yield under mild conditions. This method makes it possible to reduce undesirable byproducts.

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Cited by 2 publications
(2 citation statements)
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“…While examining catalysts for a sulfate-free Beckmann rearrangement of cyclohexanone oxime (1), it was found that the combination of a variety of cobalt salts and Lewis acids functions efficiently [18]. Cobalt salts block coordination of the oxime to the Lewis acid through the nitrogen atoms, and firmly coordinate with the Lewis acids added in order to promote the rearrangement reaction at the oxygen atoms in the oxime.…”
Section: H Yamamoto Et Almentioning
confidence: 99%
See 1 more Smart Citation
“…While examining catalysts for a sulfate-free Beckmann rearrangement of cyclohexanone oxime (1), it was found that the combination of a variety of cobalt salts and Lewis acids functions efficiently [18]. Cobalt salts block coordination of the oxime to the Lewis acid through the nitrogen atoms, and firmly coordinate with the Lewis acids added in order to promote the rearrangement reaction at the oxygen atoms in the oxime.…”
Section: H Yamamoto Et Almentioning
confidence: 99%
“…One of the best methods for the sulfate-free production of 2 is a vapor-phase method using various zeolite catalysts [17], but a disadvantage of this route is that it requires a reaction temperature as high as 350˚C, which causes a massive energy cost and reactor heat deterioration problems. Recently, we developed catalysts combining cobalt salts and Lewis acids which were highly effective for the Beckmann rearrangement of cycloalkanone oximes [18]. In this paper, we focus on the use of more traditional acids, and report that combinations of cobalt salts and Brønsted acids are highly effective for the Beckmann rearrangement of cycloalkanone oximes under mild conditions, assuring more economical and environmentally-friendly process.…”
Section: Introductionmentioning
confidence: 99%