메뉴 건너뛰기




Volumn 37, Issue 23, 2007, Pages 4093-4097

Efficient Baeyer-Villiger oxidation of ketones using molecular iodine/H2O2 as heterogeneous catalytic system

Author keywords

Acetic acid; Hydrogen peroxide; Ketones; Molecular iodine

Indexed keywords

ACETIC ACID; HYDROGEN PEROXIDE; IODINE; KETONE DERIVATIVE;

EID: 37049030185     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910701572589     Document Type: Article
Times cited : (17)

References (26)
  • 1
    • 84981760110 scopus 로고
    • Einwirkung des Caróschen Reagens auf Ketone
    • Baeyer, A.; Villiger, V. Einwirkung des Caróschen Reagens auf Ketone. Ber. Dtsch. Chem. Ges. 1899, 32, 3625.
    • (1899) Ber. Dtsch. Chem. Ges , vol.32 , pp. 3625
    • Baeyer, A.1    Villiger, V.2
  • 2
    • 0032818397 scopus 로고    scopus 로고
    • 100 Years of Baeyer-Villiger oxidations
    • Renz, M.; Meunier, B. 100 Years of Baeyer-Villiger oxidations. Eur. J. Org. Chem. 1999, 64, 737.
    • (1999) Eur. J. Org. Chem , vol.64 , pp. 737
    • Renz, M.1    Meunier, B.2
  • 3
    • 0000437994 scopus 로고
    • The Baeyer-Villiger oxidation of ketones and aldehydes
    • Krow, G. R. The Baeyer-Villiger oxidation of ketones and aldehydes. Org. React. 1993, 43, 251.
    • (1993) Org. React , vol.43 , pp. 251
    • Krow, G.R.1
  • 4
    • 0026418434 scopus 로고
    • The atom economy, a search for synthetic efficiency
    • Trost, B. H. The atom economy, a search for synthetic efficiency. Science 1991, 254, 1471.
    • (1991) Science , vol.254 , pp. 1471
    • Trost, B.H.1
  • 6
    • 0347243178 scopus 로고    scopus 로고
    • Baeyer-Villiger-oxidation of cyclopentanone with aqueous hydrogen peroxide by acid heterogeneous catalysis
    • Fischer, J.; Holderich, W. F. Baeyer-Villiger-oxidation of cyclopentanone with aqueous hydrogen peroxide by acid heterogeneous catalysis. Appl. Catal. Part A. Gen. 1999, 180, 435.
    • (1999) Appl. Catal. Part A. Gen , vol.180 , pp. 435
    • Fischer, J.1    Holderich, W.F.2
  • 7
    • 0003084401 scopus 로고    scopus 로고
    • 2 system. Catal. Lett. 1996, 40, 47.
    • 2 system. Catal. Lett. 1996, 40, 47.
  • 8
    • 33845550692 scopus 로고
    • Polystyrene-bound phenylseleninic acid: Catalytic oxidations of olefins, ketones, and aromatic systems
    • Taylar, R. T.; Flood, L. A. Polystyrene-bound phenylseleninic acid: catalytic oxidations of olefins, ketones, and aromatic systems. J. Org. Chem. 1983, 48, 5160.
    • (1983) J. Org. Chem , vol.48 , pp. 5160
    • Taylar, R.T.1    Flood, L.A.2
  • 9
    • 0018784187 scopus 로고
    • Arsenated polystyrenes as catalysts in the Baeyer-Villiger oxidation of ketones by aqueous hydrogen peroxide
    • Jacobson, S. E.; Mares, F.; Zambri, P. M. Arsenated polystyrenes as catalysts in the Baeyer-Villiger oxidation of ketones by aqueous hydrogen peroxide. J. Am. Chem. Soc. 1979, 101, 938.
    • (1979) J. Am. Chem. Soc , vol.101 , pp. 938
    • Jacobson, S.E.1    Mares, F.2    Zambri, P.M.3
  • 10
    • 0142036706 scopus 로고    scopus 로고
    • Diphosphine-palladium and platinum complexes as catalysts for the baeyer-villiger oxidation of ketones:effect of the diphosphine, oxidation of acyclic ketones, and mechanistic studies
    • Gavgnin, R.; Cataldo, M.; Pinna, F.; Strukul, G. Diphosphine-palladium and platinum complexes as catalysts for the baeyer-villiger oxidation of ketones:effect of the diphosphine, oxidation of acyclic ketones, and mechanistic studies. Organometallics 1998, 17, 661.
    • (1998) Organometallics , vol.17 , pp. 661
    • Gavgnin, R.1    Cataldo, M.2    Pinna, F.3    Strukul, G.4
  • 11
    • 0034035436 scopus 로고    scopus 로고
    • Zirconium-mediated asymmetric Baeyer-Villiger oxidation
    • Bolm, C.; Beckmann, O. Zirconium-mediated asymmetric Baeyer-Villiger oxidation. Chirality 2000, 12, 523.
    • (2000) Chirality , vol.12 , pp. 523
    • Bolm, C.1    Beckmann, O.2
  • 12
    • 0032789878 scopus 로고    scopus 로고
    • Synthesis of γ-butyrolactones by a Baeyer-Villiger oxidation with hydrogen peroxide, catalysed by methyltrioxorhenium
    • Phillips, A. M.; Romao, C. Synthesis of γ-butyrolactones by a Baeyer-Villiger oxidation with hydrogen peroxide, catalysed by methyltrioxorhenium. Eur. J. Org. Chem. 1999, 64, 1767.
    • (1999) Eur. J. Org. Chem , vol.64 , pp. 1767
    • Phillips, A.M.1    Romao, C.2
  • 13
    • 0035815164 scopus 로고    scopus 로고
    • Selenium-catalyzed oxidations with aqueous hydrogen peroxide. 2. Baeyer-Villiger reactions in homogeneous solution
    • Brink, G. J. T.; Vis, J. M.; Arends, I. W. C. E.; Sheldon, R. A. Selenium-catalyzed oxidations with aqueous hydrogen peroxide. 2. Baeyer-Villiger reactions in homogeneous solution. J. Org. Chem. 2001, 66, 2429.
    • (2001) J. Org. Chem , vol.66 , pp. 2429
    • Brink, G.J.T.1    Vis, J.M.2    Arends, I.W.C.E.3    Sheldon, R.A.4
  • 14
    • 37049018644 scopus 로고    scopus 로고
    • Japanese Patent 7109284A2, 1993
    • Miyauchi, T.; Kurata, H. Japanese Patent 7109284A2, 1993.
    • Miyauchi, T.1    Kurata, H.2
  • 15
    • 37049095492 scopus 로고
    • Oxidation of cyclic ketones by hydrogen peroxide catalysed by Group 6 metal peroxo complexes
    • Jacobson, S. E.; Tang, R.; Mares, F. J. Oxidation of cyclic ketones by hydrogen peroxide catalysed by Group 6 metal peroxo complexes. J. Chem. Soc. Chem. Commun. 1978, 888.
    • (1978) J. Chem. Soc. Chem. Commun , pp. 888
    • Jacobson, S.E.1    Tang, R.2    Mares, F.J.3
  • 16
    • 27844455677 scopus 로고    scopus 로고
    • Room temperature Baeyer-Villiger oxidation of cyclic and linear ketones using molecular oxygen, catalysed by a novel silica-supported nickel complex
    • Chisen, I. C.; Chisen, J.; Clark, J. H. Room temperature Baeyer-Villiger oxidation of cyclic and linear ketones using molecular oxygen, catalysed by a novel silica-supported nickel complex. New J. Chem. 1998, 22, 81.
    • (1998) New J. Chem , vol.22 , pp. 81
    • Chisen, I.C.1    Chisen, J.2    Clark, J.H.3
  • 17
    • 0035954764 scopus 로고    scopus 로고
    • Sn-zeolite beta as a heterogeneous chemoselective catalyst for Baeyer-Villiger oxidations
    • Corma, A.; Nemeth, L. T.; Renz, M.; Valencia, S. Sn-zeolite beta as a heterogeneous chemoselective catalyst for Baeyer-Villiger oxidations. Nature 2001, 412, 423.
    • (2001) Nature , vol.412 , pp. 423
    • Corma, A.1    Nemeth, L.T.2    Renz, M.3    Valencia, S.4
  • 18
    • 0344496783 scopus 로고    scopus 로고
    • Iodine-induced reaction cascades for the rapid construction of variously substituted benzothiophenes
    • Hessian, K. O.; Flynn, B. L. Iodine-induced reaction cascades for the rapid construction of variously substituted benzothiophenes. Org. Lett. 2003, 5, 4377.
    • (2003) Org. Lett , vol.5 , pp. 4377
    • Hessian, K.O.1    Flynn, B.L.2
  • 19
    • 0037463441 scopus 로고    scopus 로고
    • Molecular iodine-catalyzed efficient and highly rapid synthesis of bis(indolyl) methanes under mild conditions
    • Bandgar, B. P.; Shaikh, K. A. Molecular iodine-catalyzed efficient and highly rapid synthesis of bis(indolyl) methanes under mild conditions. Tetrahedron Lett. 2003, 44, 1959.
    • (2003) Tetrahedron Lett , vol.44 , pp. 1959
    • Bandgar, B.P.1    Shaikh, K.A.2
  • 20
    • 10044267850 scopus 로고    scopus 로고
    • Highly efficient chemoselective deprotection of O,O-acetals and O,O-ketals catalyzed by molecular iodine in acetone
    • Sun, J.; Dong, Y.; Cao, L.; Wang, X.; Wang, S.; Hu, Y. Highly efficient chemoselective deprotection of O,O-acetals and O,O-ketals catalyzed by molecular iodine in acetone. J. Org. Chem. 2004, 69, 8932.
    • (2004) J. Org. Chem , vol.69 , pp. 8932
    • Sun, J.1    Dong, Y.2    Cao, L.3    Wang, X.4    Wang, S.5    Hu, Y.6
  • 21
    • 0037185616 scopus 로고    scopus 로고
    • A mild and efficient method for esterification and transesterification catalyzed by iodine
    • Ramalinga, K.; Vijayalakshimi, P.; Kaimal, T. N. B. A mild and efficient method for esterification and transesterification catalyzed by iodine. Tetrahedron Lett. 2002, 43, 879.
    • (2002) Tetrahedron Lett , vol.43 , pp. 879
    • Ramalinga, K.1    Vijayalakshimi, P.2    Kaimal, T.N.B.3
  • 22
    • 0346753436 scopus 로고    scopus 로고
    • A simple and efficient method for transesterification of ketoesters catalysed by iodine
    • Chavan, S. P.; Kale, R. R.; Shivasankar, K.; Chandake, S. I.; Benjamin, S. B. A simple and efficient method for transesterification of ketoesters catalysed by iodine. Synthesis 2003, 2695.
    • (2003) Synthesis , pp. 2695
    • Chavan, S.P.1    Kale, R.R.2    Shivasankar, K.3    Chandake, S.I.4    Benjamin, S.B.5
  • 23
    • 0037164664 scopus 로고    scopus 로고
    • 1,4-Conjugate addition of allyltrimethylsilane to α,β-unsaturated ketones
    • (a) Yadav, J. S.; Reddy, B. V. S.; Sadasiv, K.; Satheesh, G. 1,4-Conjugate addition of allyltrimethylsilane to α,β-unsaturated ketones. Tetrahedron Lett. 2002, 43, 9695;
    • (2002) Tetrahedron Lett , vol.43 , pp. 9695
    • Yadav, J.S.1    Reddy, B.V.S.2    Sadasiv, K.3    Satheesh, G.4
  • 24
    • 0346749663 scopus 로고    scopus 로고
    • The michael addition of indole to a,b-unsaturated ketones catalyzed by iodine at room temperature
    • (b) Wang, S. Y.; Ji, S. J.; Loh, T. P. The michael addition of indole to a,b-unsaturated ketones catalyzed by iodine at room temperature. Synlett 2003, 2377.
    • (2003) Synlett , pp. 2377
    • Wang, S.Y.1    Ji, S.J.2    Loh, T.P.3
  • 26
    • 8644234920 scopus 로고    scopus 로고
    • An efficient, high yield protocol for the one-pot synthesis of dihydropyrimidin-2(1H)-ones catalyzed by iodine
    • Bhosale, R. S.; Bhosale, S. V.; Bhosale, S. V.; Wang, T.; Zubaudha, P. K. An efficient, high yield protocol for the one-pot synthesis of dihydropyrimidin-2(1H)-ones catalyzed by iodine. Tetrahedron Lett. 2004, 45, 9111.
    • (2004) Tetrahedron Lett , vol.45 , pp. 9111
    • Bhosale, R.S.1    Bhosale, S.V.2    Bhosale, S.V.3    Wang, T.4    Zubaudha, P.K.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.