Synlett, Inhaltsverzeichnis Synlett 2013; 24(8): 963-966DOI: 10.1055/s-0032-1316914 letter © Georg Thieme Verlag Stuttgart · New York VO(acac)2: An Efficient Catalyst for the Oxidation of Aldehydes to the Corresponding Acids in the Presence of Aqueous H2O2 Dhrubajyoti Talukdar , Kiran Sharma , Saitanya K. Bharadwaj , Ashim Jyoti Thakur* Artikel empfehlen Abstract Artikel einzeln kaufen Alle Artikel dieser Rubrik Abstract VO(acac)2 catalyzes the oxidation of aldehydes (aromatic, aliphatic, and heterocyclic) to the corresponding acids efficiently and selectively in the presence of H2O2 as an oxidant. This method possesses functional-group compatibility, easy workup procedure, and shorter reaction time. The reaction is highly dependent on the solvent used. Performance of titania-supported VO(acac)2 in the oxidation of aldehyde was also investigated. Key words Key wordsaldehydes - carboxylic acids - catalysis - esters - peroxides Volltext Referenzen Reference and Notes 1 Present address: Department of Chemistry, Dibrugarh University, Dibrugarh 786004, Assam, India. 2a Mannan S, Sekar G. Tetrahedron Lett. 2008; 49: 1083 2b Hainess AH. Method of Oxidation of Organic Compounds . Academic; New York: 1988 2c Ogliaruso MA, Wolfe JF. Synthesis of Carboxylic Acids, Esters, and their Derivatives. In The Chemistry of Functional Groups. Patai S, Rappoport Z. Wiley; Chichester: 1991 3a Heilbron I, Jones ER. H, Sondheimer F. J. Chem. Soc. 1949; 604 3b Bowers A, Halsall TG, Jones ER. H, Lemin AJ. J. Chem. Soc. 1953; 2548 4a Abiko A, Roberts JC, Takemasa T, Masamone S. Tetrahedron Lett. 1986; 27: 4537 4b Sebelmeir J, Ley SV, Baxendale IR, Baumann M. Org. Lett. 2010; 12: 3618 5a Barker IR. L, Dahm RH. J. Chem. Soc. B 1970; 650 5b Mamdouh AN, Pujol MD. Tetrahedron Lett. 1990; 31: 2273 6 Rangaswamy M, Lakshminarasimhan S, Ramadas CV. Proc. Indian Acad. Sci. 1970; 72: 292 7 Corey EJ, Gilmann NW, Ganem BE. J. Am. Chem. Soc. 1968; 90: 5616 8 Mannam S, Sekar G. Tetrahedron Lett. 2008; 49: 1083 9 Chakraborty D, Gowda RR, Malik P. Tetrahedron Lett. 2009; 50: 6553 10 Malik P, Chakraborty D. Tetrahedron Lett. 2010; 51: 3521 11 Sodhi RK, Paul S, Clark JH. Green Chem. 2012; 14: 1649 12 Späth E, Pailer M, Schmid M. Chem. Ber. 1941; 74: 1552 13 Sato K, Hyodo M, Takagi J, Aoki MJ, Noyori R. Tetrahedron Lett. 2000; 41: 1439 14a Yamaguchi K, Mori K, Mizugaki T, Ebitani K, Kaneda K. J. Org. Chem. 2000; 65: 6897 14b Kamata K, Ishimoto R, Hirano T, Kuzuya S, Uehara K, Mizuno N. Inorg. Chem. 2010; 49: 2471 15a Hussain S, Talukdar D, Bharadwaj SK, Chaudhuri MK. Tetrahedron Lett. 2012; 53: 6512 15b Silva JA. L, Silva JJ. R. F, Pombeiro AJ. L. Coord. Chem. Rev. 2011; 255: 2232 16a Velusamy S, Punniyamurthy T. Eur. J. Org. Chem. 2003; 3913 16b Bogdał D, Łukasiewicz M. Synlett 2000; 143 17 Kirumakki S, Samarjeewa S, Harwell R, Mukherjee A, Herber RH, Clearfield A. Chem. Commun. 2008; 5556 18 Mizuno N, Kamata K. Coord. Chem. Rev. 2011; 255: 2358 19a Kobayashi H, Yamanaka I. J. Mol. Catal. A: Chem. 2008; 294: 37 19b Li Z, Liu L, Hu J, Wu S, Huo Q, Guan J, Kan Q. Appl. Organomet. Chem. 2012; 26: 252 19c Raghavan S, Rajendra A, Joseph SC, Rasheed MA. Synth. Commun. 2001; 31: 1477 20a Gopinath R, Barkataky B, Talukdar B, Patel BK. J. Org. Chem. 2003; 68: 2944 20b Gopinath R, Patel BK. Org. Lett. 2000; 2: 577 21 Ligtenbarg AG. J, Hage R, Feriga BL. Coord. Chem. Rev. 2003; 237: 89 22 Kantam ML, Neelima B, Reddy CV, Chaudhuri MK, Dehury SK. Catal. Lett. 2004; 95: 19 23 Regeneration of the Catalyst To a solution of VO(acac)2 (265 mg) in anhyd THF (50 mL), the recovered catalyst (1 g) was added, and the mixture was stirred at r.t. under nitrogen atmosphere. The solid catalyst was filtered and dried under vacuum.
