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Article info. : 2005; 2(4) (pp 244~337)
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A New Synthesis of 1,3-Aminols from Direct
Double Reduction of β-Enamino
Ketones Formed in situ by Reaction of
β-Dicarbonyl
Compounds with Anilines
M.M. Khodaei*, A.R. Khosropour* and J. Abassi
Department of Chemistry, Razi University, Kermanshah 67149,
Iran
(Received 1 May 2005, Accepted 17 September 2005)
A new one-pot synthesis of 1,3-aminols by direct reduction of
β-enamino ketones, formed in situ by reaction of easily available β-dicarbonyl compounds, with anilines were
described. In the case of aliphatic amines such as benzyl
amine, n-butyl amine and b-hydroxy
ethyl amine, the corresponding 1,3-minols were not obtained. In fact, the b -enamino ketone formed was
failed to accomplish further reduction to 1,3-aminol. This approach is the most
direct available method for the synthesis of 1,3-aminols.
Keywords: 1,3-Aminols,
β-Enamino ketones, β-Dicarbonyls,
Anilines, NaBH4
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