Czasopismo
Tytuł artykułu
Warianty tytułu
Języki publikacji
Abstrakty
The synthesis of aldehydes and ketones by the dehydrogenation of allylic and secondary alcohols using a Raney-Ni-Al(i-OPr)3-Al2O3 catalyst without hydrogen acceptors is presented.
Czasopismo
Rocznik
Tom
Numer
Strony
214-219
Opis fizyczny
Daty
wydano
2004-03-01
online
2004-03-01
Twórcy
autor
- Institute of Chemistry, “Raluca Ripan” University, 30 Fântânele Str., RO-3400 Cluj-Napoca, Romania
autor
autor
- Department of Chemistry, «Babes-Bolyai” University, 11 Arany Janos Str., RO-3400, Cluj-Napoca, Romania, mvlasa@chem.ubbcluj.ro
autor
Bibliografia
- [1] G. Cainelli, G. Cardilo: Chromium Oxidation in Organic Chemistry, Springer-Verlag, Berlin, 1984.
- [2] R.C. Larock: Comprehensive Organic Transformations, VCH Publishers Inc., New-York, 1989, pp. 604–614.
- [3] C. Bilgrein, S. Davis, R.S. Drago: “The selective oxidation of primary alcohols to aldehydes by O2 employing a trinuclear ruthenium carboxylate catalyst”, J. Am. Chem. Soc., Vol. 109, (1987), pp. 3786–3787. http://dx.doi.org/10.1021/ja00246a049[Crossref]
- [4] G.Z. Wang, J.E. Bäckvall: “Ruthenium-catalyzed oxidation of alcohols by acetone”, J. Chem. Soc. Commun., Vol. 4, (1992), pp. 337–339. http://dx.doi.org/10.1039/c39920000337[Crossref]
- [5] J.E. Bäckvall, U. Andreasson: “Ruthenium-catalyzed isomerization of allylic alcohols to saturated ketones”, Tetrahedron Lett., Vol. 34, (1993), pp. 5459–5462. http://dx.doi.org/10.1016/S0040-4039(00)73934-7[Crossref]
- [6] K.P. Peterson, R.C. Larock: “Palladium-catalyzed oxidation of primary and secondary allylic and benzilic alcohols”, J. Org. Chem., Vol. 63, (1998), pp. 3185–3189. http://dx.doi.org/10.1021/jo971268k[Crossref]
- [7] Y. Shivo, A.H.I. Arisha: “Regioselective catalytic dehydrogenation of aldehydes and ketones”, J. Org. Chem., Vol. 63, (1998) pp. 5640–5642. http://dx.doi.org/10.1021/jo980112x[Crossref]
- [8] J.H. Kim, R.J. Kulawiec: “Synthesis of 2-phenyl-2-cycloalkenones via palladium catalyzed tandem epoxide isomerization-intramolecular aldol condensation”, Tetrahedron Lett., Vol. 39, (1998), pp. 3107–3110. http://dx.doi.org/10.1016/S0040-4039(98)00513-9[Crossref]
- [9] N.S. Wilson, B.A. Keay: “A desilylation and one-pot desilylation-oxidation of aliphatic tert- butyldimethylsilyl ethers using catalytic quantities of PdCl2(CH3CN)2”, J. Org. Chem., Vol. 61, (1996), pp. 2918–2919. http://dx.doi.org/10.1021/jo952210d[Crossref]
- [10] K. Kaneda, M. Fujii, K. Morioka: “Highly selective oxidation of allylic alcohols to α,β-unsaturated aldehydes using Pd cluster catalyst in the presence of molecular oxygen”, J. Org. Chem., Vol. 61, (1996), pp. 4502–4503. http://dx.doi.org/10.1021/jo9605307[Crossref]
- [11] S.A. Mohand, F. Henin, J. Muzart: “Palladium(II)-mediated oxidation of alcohols using 1,2-dichloroethane as Pd(0) reoxidant”, Tetrahedron Lett., Vol. 36, (1995), pp. 2473–2476. http://dx.doi.org/10.1016/0040-4039(95)00286-3
- [12] M.R. Sander, D.J. Trecker: “Raney nickel catalyzed decarboxylation of formate esters”, J. Org. Chem., Vol. 38, (1973), pp. 3954–3956. http://dx.doi.org/10.1021/jo00962a033[Crossref]
- [13] E.J. Badiu: “Catalytic dehydrogenation I. Catalytic conversion of alcohols into aldehyde, paraffins and olefins”, J. Am. Chem. Soc., Vol. 45, (1943), pp. 1809–1813.
- [14] M. Botta, F. De Angeles, R. Nicoletti: “A new, facile N-alkylation of amines and alcohols”, Synthesis, (1977), pp. 722–723.
- [15] E.C. Kleidere, E.C. Kornfield: “Raney nickel as an organic oxidation-reduction catalyst”, J. Org. Chem., Vol. 13, (1946), pp. 455–458. http://dx.doi.org/10.1021/jo01161a022[Crossref]
- [16] S.B. Mahato, S.K. Banerjce, R.N. Chakravarti: “Reaction in high boiling solvent II. Effect of Raney nickel on triterpenoids”, Tetrahedron, Vol. 27, (1971), pp. 177–186. http://dx.doi.org/10.1016/S0040-4020(01)92409-3[Crossref]
- [17] J. Forsek: “Conversion of the allylic and homoallylic steroidal alcohols to the corresponding saturated ketones by means of the activated Ra/Ni”, Tetrahedron Lett., Vol. 21, (1980), pp. 1071–1074. http://dx.doi.org/10.1016/S0040-4039(00)78842-3[Crossref]
- [18] F.C. Changm: “Potential bile acid metabolites II. 3,7,12-Trisubstituted 5-β-cholanic acids”, J. Org. Chem., Vol. 44, (1979), pp. 4567–4572. http://dx.doi.org/10.1021/jo00393a023[Crossref]
- [19] M.E. Kraft, W.I. Crooks, B. Zorc, S.E. Milczanowski: “Reaction of Raney nickel with alcohols”, J. Org. Chem., Vol. 53, (1988), pp. 3158–3163. http://dx.doi.org/10.1021/jo00249a007[Crossref]
- [20] B. M. Trost: “On investigation reactions for atom economy”, Acc. Chem. Res., Vol. 35, (2002), pp. 695–705. http://dx.doi.org/10.1021/ar010068z[Crossref]
- [21] H. Becker, W. Berger, G. Domschke, E. Franghanel, J. Faust, M., Fischer, F. Gentz, K. Gewald, R. Gluch, R. Mayer, K., Müller, D. Pavel, H. Schmidt, K. Scholbergf, K. Scühwetlick, E. Seiler, G. Zeeppenfeld: Organicum, Editura Stiintifica si Enciclopedica, Bucuresti, 1982, pp. 707.
Typ dokumentu
Bibliografia
Identyfikatory
Identyfikator YADDA
bwmeta1.element.-psjd-doi-10_2478_BF02476191