Amberlyst A-21 an Excellent Heterogeneous Catalyst for the Conversion of Carbonyl Compounds to Oximes

Oximes can be efficiently obtained at room temperature by simply dissolving the appropriate carbonyl compounds and hydroxylamine hydrochloride, in ethanol, with Amberlyst A-21 as catalyst. Good yields of oximes are obtained, in very short reaction times, even with polifunctionalized substrates.

[1]  E. Malamidou-Xenikaki,et al.  A study on the reactions of indol-3-yl-carbaldehyde oximes with electrophilic alkenes/alynes. Generation of nitrones from the O-H oximes. 4π-participation of the O-Me oximes in diels-alder reactions. , 1997 .

[2]  L. Qi,et al.  Facile Preparation of 3,7-Diazabicyclo[3.3.0]octane and 3,7,10-Triheterocyclic [3.3.3]Propellane Ring Systems from 1,5-Diazacyclooctane 3,7-Derivatives(1). , 1996, Journal of Organic Chemistry.

[3]  J. Vepsäläinen,et al.  3-Unsubstituted 1,5-Diaryl-2,4-pentanediones and -4-methoxy-2-pentanones: Synthesis via Corresponding 3-Hydroxy Ketones Generated from 2-Isoxazolines , 1996 .

[4]  D. Dodds,et al.  A Novel Application of Chloroperoxidase: Preparation of gem-Halonitro Compounds , 1996 .

[5]  K. Miyake,et al.  Synthesis of (2R)-1-(4-Chloro-2-pyridyl)-2-(2-pyridyl)ethylamine: A Selective Oxime Reduction and Crystallization-Induced Asymmetric Transformation , 1996 .

[6]  R. Ballini,et al.  Amberlyst A-27, an Efficient Heterogeneous Catalyst for the Michael Reaction of Nitroalkanes with beta-Substituted Alkene Acceptors. , 1996, The Journal of organic chemistry.

[7]  R. Ballini,et al.  Nitroaldol (Henry) reaction catalyzed by amberlyst A-21 as a far superior heterogeneous catalyst. , 1996 .

[8]  J. A. Schwarz,et al.  Methods for Preparation of Catalytic Materials , 1995 .

[9]  B. Gates Supported Metal Clusters: Synthesis, Structure, and Catalysis , 1995 .

[10]  D. Goodman,et al.  Model studies in catalysis using surface science probes , 1995 .

[11]  H. Hattori Heterogeneous Basic Catalysis , 1995 .

[12]  M. Boudart,et al.  Turnover Rates in Heterogeneous Catalysis , 1995 .

[13]  R. Ballini,et al.  Synthesis of Functionalized Nitroalkanes by Oxidation of Oximes with Urea-Hydrogen Peroxide Complex and Trifluoroacetic Anhydride.” , 1992 .

[14]  R. Ballini,et al.  Amberlyst A 21 as New and Efficient Surface Catalyst for the Cleavage of 2-Nitrocycloalkanones , 1992 .

[15]  G. Olah,et al.  Convenient Oxidation of Oximes to Nitro Compounds with Sodium Perborate in Glacial Acetic Acid1 , 1992 .

[16]  Pradeep Kumar,et al.  A NEW METHOD FOR THE CONVERSION OF ALDOXIMES INTO NITRILES WITH ZEOLITES , 1989 .

[17]  A. Porter,et al.  Reductive formylation of oximes; an approach to the synthesis of vinyl isonitriles , 1988 .

[18]  Koichi Ito,et al.  Reduction of Some Functional Groups with Zirconium Tetrachloride/Sodium Borohydride , 1989 .

[19]  J. Herscovici,et al.  Preparation of 4'-amino hexopyranose nucleosides from keto nucleosides. An approach to amino nucleoside antibiotics , 1988 .

[20]  R. Ballini,et al.  Amberlyst-A21 as a new and efficient surface catalyst for the conjugate addition of nitroalkanes to methyl acrylate: an improved synthesis of methyl 4-nitro- and 4-oxo-alkanoates , 1987 .

[21]  J. Ipaktschi Reduktion von Oximen mit Natriumboranat in Gegenwart von Übergangsmetallverbindungen , 1984 .

[22]  T. Miyazaki,et al.  Diisobutylaluminum hydride a novel reagent for the reduction of oximes , 1983 .

[23]  R. Ballini,et al.  Synthesis of 2-Nitroalkanols on Alumina Surfaces without Solvent: A Simple, Mild and Convenient Method , 1983 .

[24]  S. Langer,et al.  Immobilized transition-metal carbonyls and related catalysts , 1981 .

[25]  H. Suschitzky,et al.  SYNTHESIS AND SOME REACTIONS OF 3,4,5,6‐TETRAHYDRO‐3,6‐DIMETHYL‐2,6‐METHANO‐3‐BENZAZOCIN‐1(2H)‐ONE (2,5‐DIMETHYL‐8‐OXO‐6,7‐BENZOMORPHAN) , 1981 .

[26]  D. Dauzonne,et al.  A New Direct Synthesis of Aromatic Nitriles from Aldehydes , 1981 .

[27]  R. Fischer,et al.  Preparation and Reactions of Cyclic α-Nitroketones , 1980 .

[28]  R. Ballini,et al.  An Easy, High-Yield Conversion of Aldoximes to Nitriles , 1979 .

[29]  Y. Frangin,et al.  Dianions d'aldoximes: preparation et applications en synthese , 1979 .

[30]  G. Posner Organic Reactions at Alumina Surfaces , 1978 .

[31]  Yoshio Sato,et al.  Heterocyclic steroids synthesis of 3′-methylsoxazolino-[17,16-d]-5-androsten-3β-ol and derivatives , 1965 .

[32]  C. Djerassi,et al.  Steroids. LXXXI.1 Transformation of Sapogenins to Androgens and Estrogens. Beckmann Rearrangement of 16-20-Ketosteroids , 1956 .

[33]  W. Bachmann,et al.  Phenanthrene Derivatives. V. The Beckmann Rearrangement of the Oximes of Acetylphenanthrenes and Benzoylphenanthrenes , 1936 .