Abstract
A simple, efficient and eco-friendly method has been developed for the condensation of hydroxylamine hydrochloride with aldehydes, ketones and 1,3-diketones in the presence of powdered molecular sieves (3Å) as catalyst. Aldoximes, ketoximes and 1,3-dioximes were obtained in excellent yields.
References
1.
Dreos R.
,
Tauzher G.
,
Trendafilora D. H.
,
Nardin G.
, and
Randaccio L.
, Inorg. Chem. , 1996 , 35 , 2715 .
2.
Brain E.O.
,
Fonest A. K.
,
Hant E.
, J. AntibiuticsXII , 1989 , 12 , 1817 .
3.
Erant R.
,
Ayhan G.
,
Yuhi N.
,
Roll T.
, and
Forsch A.
, Drug. Res. , 1995 , 45 , 620 .
4.
(a)
Maugein N.
,
Wagner A.
,
Mioskowski C.
, J. Org. Chem. , 1999 , 64 , 8428 .
5.
Lee C.W.
,
Hwang G. T.
, and
Kim B. H.
, Tetrahedron Lett. , 2000 , 41 , 4177 .
6.
Frydman B.
, and
Ojea M. I.
, Tetrahedron Lett. , 1998 , 39 , 4765 .
7.
Hall H.K.
, J. Chem. Soc. , 1964 , 3139 .
8.
(a)
Campbeh T.W.
,
Foldi V. S.
, and
Parish K. G.
, J. Appl. Polymer Sci. , 1959 , 2 , 81 .
9.
Taylor E.C.
,
Mekillap A.
, and
Ross R. E.
, J. Am. Chem. Soc. , 1965 , 87 , 1965 .
10.
(a)
Irngartinger H.
, and
Weber A.
, Tetrahedron Lett. , 1996 , 37 , 4137 .
11.
Gok Y.
, and
Kantekin H.
, Polyhedron , 1997 , 16 , 2413 .
12.
(a)
Baker K.W. J.
Tetrahedron Lett. , 2001 , 42 , 4065 .
13.
Angyal S.J.
, and
Young R. J.
, J. Am. Chem. Soc. , 1959 , 81 , 5251 .
14.
Chen H.G.
, and
Knochel P.
, Tetrahedron Lett. , 1988 , 29 , 6801 .
15.
Lorence L.
,
Pavlovic V.
,
Bjelakovic M.
, and
Mikailovic M. L.
, J. Chem. Res.(S) , 1995 , 468 .
16.
Hajipour A.R.
, J. Chem. Res.(S) , 1999 , 228 .
17.
Bigdeli M.A.
,
Alavinikje M. A.
,
Jafari S.
, and
Heravi M. M.
, J. Chem. Res.(S) , 2001 , 2 .
18.
Bigdeli M.A.
,
Alavinikje M. A.
,
Jafari S.
, and
Heravi M. M.
, J. Chem. Res.(S) , 2001 , 2 .
19.
(a)
Balalaie S.
,
Sharifi A.
, and
Ahangarian B.
, Ind. Hetrocycle Chem. , 2000 , 10 , 149 .
20.
Katritzky A.R.
,
Osttercomp D. L.
, and
Yousaf T. J.
, Tetrahedron , 1987 , 43 , 5171 .
21.
Johnston K.M.
, and
Schotter R. G.
, J. Chem. Soc.,C , 1968 , 1774 .
