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Volumn 44, Issue 1, 2014, Pages 150-160

Green and reusable synthetic procedure for pyridine N-oxides catalyzed by a lacunary polyoxometalate

Author keywords

Catalysis; green; polyoxometalate; pyridine N oxide; reusable

Indexed keywords

ANION; HYDROGEN PEROXIDE; LACUNARY POLYOXOMETALATE; PYRIDINE 1 OXIDE; PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG; WATER;

EID: 84886258301     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397911.2013.796524     Document Type: Article
Times cited : (9)

References (36)
  • 1
    • 0027468151 scopus 로고
    • Synthetic utility of amine N-oxides
    • Albini, A. Synthetic utility of amine N-oxides. Synthesis 1993, 263-277. (Pubitemid 23085377)
    • (1993) Synthesis , Issue.3 , pp. 263-277
    • Albini, A.1
  • 2
    • 23044461118 scopus 로고    scopus 로고
    • METHOX: A new pyridine N-oxide organocatalyst for the asymmetric allylation of aldehydes with allyltrichlorosilanes
    • DOI 10.1021/ol050972h
    • Malkov, A. V.; Bell, M.; Castelluzzo, F.; Kočovský, P. Methox: A new pyridine N-oxide organocatalyst for the asymmetric allylation of aldehydes with allyltrichlorosilanes. Org. Lett. 2005, 7, 3219-3222. (Pubitemid 41059110)
    • (2005) Organic Letters , vol.7 , Issue.15 , pp. 3219-3222
    • Malkov, A.V.1    Bell, M.2    Castelluzzo, F.3    Kocovsky, P.4
  • 3
    • 29844433863 scopus 로고    scopus 로고
    • A solution to the 2-pyridyl organometallic cross-coupling problem: Regioselective catalytic direct arylation of pyridine N-oxides
    • DOI 10.1021/ja056800x
    • Campeau, L.-C.; Rousseaux, S.; Fagnou, K. A solution to the 2-pyridyl organometallic cross-coupling problem: Regioselective catalytic direct arylation of pyridine N-oxides. J. Am. Chem. Soc. 2005, 127, 18020-18021. (Pubitemid 43038461)
    • (2005) Journal of the American Chemical Society , vol.127 , Issue.51 , pp. 18020-18021
    • Campeau, L.-C.1    Rousseaux, S.2    Fagnou, K.3
  • 4
    • 41749088281 scopus 로고    scopus 로고
    • Synthesis and characterization of pyridine N-oxide complexes of manganese, copper, and zinc
    • Sarma, R.; Karmakar, A.; Baruah, J. B. Synthesis and characterization of pyridine N-oxide complexes of manganese, copper, and zinc. Inorg. Chim. Acta 2008, 361, 2081-2086.
    • (2008) Inorg. Chim. Acta , vol.361 , pp. 2081-2086
    • Sarma, R.1    Karmakar, A.2    Baruah, J.B.3
  • 6
    • 14744285125 scopus 로고    scopus 로고
    • Pyridine N-oxide derivatives: Unusual anti-HIV compounds with multiple mechanisms of antiviral action
    • DOI 10.1093/jac/dkh530
    • Balzarini, J.; Stevens, M.; De Clercq, E.; Schols, D.; Pannecouque, C. Pyridine N-oxide derivatives: Unusual anti-HIV compounds with multiple mechanisms of antiviral action. J. Antimicr. Chem. 2005, 55, 135-138. (Pubitemid 40331135)
    • (2005) Journal of Antimicrobial Chemotherapy , vol.55 , Issue.2 , pp. 135-138
    • Balzarini, J.1    Stevens, M.2    De Clercq, E.3    Schols, D.4    Pannecouque, C.5
  • 7
    • 29144517769 scopus 로고
    • Conversion of aminopyridines into N-oxides by Caro's acid anion (peroxymonosulfate)
    • Robhe, J. G.; Behrman, E. J. Conversion of aminopyridines into N-oxides by Caro's acid anion (peroxymonosulfate). J. Chem. Res., Synop. 1993, 412-413.
    • (1993) J. Chem. Res., Synop. , pp. 412-413
    • Robhe, J.G.1    Behrman, E.J.2
  • 8
    • 2542507637 scopus 로고    scopus 로고
    • On the preparation of amine N-oxides by using dioxiranes
    • DOI 10.1016/S0040-4020(97)10048-5, PII S0040402097100485
    • Ferrer, M.; Sánchez-Baeza, F.; Messgure, A. On the preparation of amine N-oxides by using dioxiranes. Tetrahedron 1997, 53, 15877-15888. (Pubitemid 27472975)
    • (1997) Tetrahedron , vol.53 , Issue.46 , pp. 15877-15888
    • Ferrer, M.1    Sanchez-Baeza, F.2    Messeguer, A.3
  • 9
    • 0002094569 scopus 로고
    • Oxidation reactions using magnesium monoperphthalate: A comparison with m-chloroperoxybenzoic acid
    • Brougham, P.; Cooper, M. S.; Cummerson, D. A.; Heaney, H.; Thomson, N. Oxidation reactions using magnesium monoperphthalate: A comparison with m-chloroperoxybenzoic acid. Synthesis 1987, 1015-1017.
    • (1987) Synthesis , pp. 1015-1017
    • Brougham, P.1    Cooper, M.S.2    Cummerson, D.A.3    Heaney, H.4    Thomson, N.5
  • 10
    • 84993918850 scopus 로고
    • Synthesis and reactions of dinitrated amino and diaminopyridines
    • Ritter, H.; Licht, H. H. Synthesis and reactions of dinitrated amino and diaminopyridines. J. Heterocycl. Chem. 1995, 32, 585-589.
    • (1995) J. Heterocycl. Chem. , vol.32 , pp. 585-589
    • Ritter, H.1    Licht, H.H.2
  • 12
    • 33947457012 scopus 로고
    • Rearrangements of N-oxides: A novel synthesis of pyridyl carbinols and aldehydes
    • Boekelheide, V.; Linn, W. J. Rearrangements of N-oxides: A novel synthesis of pyridyl carbinols and aldehydes. J. Am. Chem. Soc. 1954, 76, 1286-1291.
    • (1954) J. Am. Chem. Soc. , vol.76 , pp. 1286-1291
    • Boekelheide, V.1    Linn, W.J.2
  • 14
    • 53549090994 scopus 로고    scopus 로고
    • A safe, convenient, and efficient method for the preparation of heterocyclic N-oxides using urea · hydrogen peroxide
    • Rong, D.; Phillips, V. A.; Rubio, R. S.; Castro, M.; Wheelhouse, R. T. A safe, convenient, and efficient method for the preparation of heterocyclic N-oxides using urea · hydrogen peroxide. Tetrahedron Lett. 2008, 49, 6933-6935.
    • (2008) Tetrahedron Lett. , vol.49 , pp. 6933-6935
    • Rong, D.1    Phillips, V.A.2    Rubio, R.S.3    Castro, M.4    Wheelhouse, R.T.5
  • 15
    • 37649008604 scopus 로고    scopus 로고
    • A novel reagent combination for the oxidation of highly electron-deficient pyridines to N-oxides: Trifluoromethanesulfonic anhydride/sodium percarbonate
    • Zhu, X. Z.; Kreutter, K. D.; Hu, H. P.; Player, M. R.; Gaul, M. D. A novel reagent combination for the oxidation of highly electron-deficient pyridines to N-oxides: Trifluoromethanesulfonic anhydride/sodium percarbonate. Tetrahedron Lett. 2008, 49, 832-834.
    • (2008) Tetrahedron Lett. , vol.49 , pp. 832-834
    • Zhu, X.Z.1    Kreutter, K.D.2    Hu, H.P.3    Player, M.R.4    Gaul, M.D.5
  • 16
    • 0035819992 scopus 로고    scopus 로고
    • A new non-metal heterogeneous catalyst for the activation of hydrogen peroxide: A perfluorinated ketone attached to silica for oxidation of aromatic amines and alkenes
    • Neimann, K.; Neumann, R. A new non-metal heterogeneous catalyst for the activation of hydrogen peroxide: A perfluorinated ketone attached to silica for oxidation of aromatic amines and alkenes. Chem. Commun. 2001, 487-488. (Pubitemid 32217416)
    • (2001) Chemical Communications , Issue.5 , pp. 487-488
    • Neimann, K.1    Neumann, R.2
  • 18
    • 29144495684 scopus 로고    scopus 로고
    • Silica-supported vanadium-catalyzed N-oxidation of tertiary amines with aqueous hydrogen peroxide
    • DOI 10.1002/adsc.200505166
    • Rout, L.; Punniyamurthy, T. Silica-supported vanadium-catalyzed N-oxidation of tertiary amines with aqueous hydrogen peroxide. Adv. Synth. Catal. 2005, 347, 1958-1960. (Pubitemid 41803155)
    • (2005) Advanced Synthesis and Catalysis , vol.347 , Issue.15 , pp. 1958-1960
    • Rout, L.1    Punniyamurthy, T.2
  • 19
    • 33845280556 scopus 로고
    • Quaternary ammonium tetrakis(diperoxotungsto)phosphates(3-) as a new class of catalysts for efficient alkene epoxidation with hydrogen peroxide
    • Venturello, C.; D'Aloisio, R. Quaternary ammonium tetrakis(diperoxotungsto)phosphates(3-) as a new class of catalysts for efficient alkene epoxidation with hydrogen peroxide. J. Org. Chem. 1988, 53, 1553-1557.
    • (1988) J. Org. Chem. , vol.53 , pp. 1553-1557
    • Venturello, C.1    D'Aloisio, R.2
  • 20
    • 0030829196 scopus 로고    scopus 로고
    • Selective oxidation of vinyl ethers and silyl enol ethers with hydrogen peroxide catalyzed by peroxotungstophosphate
    • DOI 10.1021/jo970440h
    • Yamamoto, H.; Tsuda, M.; Sakaguchi, S.; Ishii, Y. Selective oxidation of vinyl ethers and silyl enol ethers with hydrogen peroxide catalyzed by peroxotungstophosphate. J. Org. Chem. 1997, 62 (21), 7174-7177. (Pubitemid 27463076)
    • (1997) Journal of Organic Chemistry , vol.62 , Issue.21 , pp. 7174-7177
    • Yamamoto, H.1    Tsuda, M.2    Sakaguchi, S.3    Ishii, Y.4
  • 21
    • 0037993809 scopus 로고    scopus 로고
    • Efficient epoxidation of olefins with ≥99% selectivity and use of hydrogen peroxide
    • DOI 10.1126/science.1083176
    • Kamata, K.; Yonehara, K.; Sumida, Y.; Yamaguchi, K.; Hikicchi, S.; Mizuno, N. Efficient epoxidation of olefins with ≥99% selectivity and use of hydrogen peroxide. Science 2003, 300, 964-966. (Pubitemid 36548880)
    • (2003) Science , vol.300 , Issue.5621 , pp. 964-966
    • Kamata, K.1    Yonehara, K.2    Sumida, Y.3    Yamaguchi, K.4    Hikichi, S.5    Mizuno, N.6
  • 23
    • 0035843980 scopus 로고    scopus 로고
    • Reaction-controlled phase-transfer catalysis for propylene epoxidation to propylene oxide
    • Xi, Z. W.; Zhou, N.; Sun, Y.; Li, K. L. Reaction-controlled phase-transfer catalysis for propylene epoxidation to propylene oxide. Science 2001, 292, 1139-1141.
    • (2001) Science , vol.292 , pp. 1139-1141
    • Xi, Z.W.1    Zhou, N.2    Sun, Y.3    Li, K.L.4
  • 24
    • 50249128825 scopus 로고    scopus 로고
    • 2/ethyl acetate/alkenes: A recyclable and environmentally benign alkenes epoxidation catalytic system
    • 2/ethyl acetate/alkenes: A recyclable and environmentally benign alkenes epoxidation catalytic system. Green Chem. 2008, 10, 910-913.
    • (2008) Green Chem. , vol.10 , pp. 910-913
    • Ding, Y.1    Zhao, W.2    Hua, H.3    Ma, B.C.4
  • 25
    • 0034051594 scopus 로고    scopus 로고
    • Green, catalytic oxidation of alcohols in water
    • DOI 10.1126/science.287.5458.1636
    • Ten Brink, G. J.; Arends, I. W. C. E.; Shelden, R. A. Green, catalytic oxidation of alcohols in water. Science 2000, 287, 1636-1639. (Pubitemid 30127761)
    • (2000) Science , vol.287 , Issue.5458 , pp. 1636-1639
    • Ten Brink, G.-J.1    Arends, I.W.C.E.2    Sheldon, R.A.3
  • 26
    • 0038631884 scopus 로고    scopus 로고
    • A water-soluble and "self-assembled" polyoxometalate as a recyclable catalyst for oxidation of alcohols in water with hydrogen peroxide
    • Soboda-Rzner, D.; Alster, P. L.; Neuman, R. A water-soluble and "self-assembled" polyoxometalate as a recyclable catalyst for oxidation of alcohols in water with hydrogen peroxide. J. Am. Chem. Soc. 2003, 125, 5280-5281.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 5280-5281
    • Soboda-Rzner, D.1    Alster, P.L.2    Neuman, R.3
  • 27
    • 45449091533 scopus 로고    scopus 로고
    • 2O 40: Transform-and-retransform process between catalytic precursor and catalytic activity species
    • 2O 40: Transform-and-retransform process between catalytic precursor and catalytic activity species. J. Mol. Catal. A: Chem. 2008, 289, 22-27.
    • (2008) J. Mol. Catal. A: Chem. , vol.289 , pp. 22-27
    • Zhang, S.J.1    Zhao, G.D.2    Gao, S.3    Xi, Z.W.4    Xu, J.5
  • 28
    • 74849118777 scopus 로고    scopus 로고
    • Oxidation of alcohols with hydrogen peroxide in water catalyzed by recyclable Keggin-type tungstoborate catalyst
    • Zhao, W.; Zhang, Y. S.; Ma, B. C.; Ding, Y.; Qiu, W. Y. Oxidation of alcohols with hydrogen peroxide in water catalyzed by recyclable Keggin-type tungstoborate catalyst. Catal. Commun. 2010, 11, 527-531.
    • (2010) Catal. Commun. , vol.11 , pp. 527-531
    • Zhao, W.1    Zhang, Y.S.2    Ma, B.C.3    Ding, Y.4    Qiu, W.Y.5
  • 29
    • 70449090298 scopus 로고    scopus 로고
    • Highly selective oxidation of organosilanes to silanols with hydrogen peroxide catalyzed by a lacunary polyoxotungstate
    • Ishimoto, R.; Kamata, K.; Mizuno, N. Highly selective oxidation of organosilanes to silanols with hydrogen peroxide catalyzed by a lacunary polyoxotungstate. Angew. Chem. Int. Ed. 2009, 48, 8900-8904.
    • (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 8900-8904
    • Ishimoto, R.1    Kamata, K.2    Mizuno, N.3
  • 31
    • 1942470988 scopus 로고    scopus 로고
    • Aqueous biphasic oxidation: A water-soluble polyoxometalate catalyst for selective oxidation of various functional groups with hydrogen peroxide
    • Sloboda-Rozner, D.; Witte, P.; Alsters, P. L.; Neumann, R. Aqueous biphasic oxidation: A water-soluble polyoxometalate catalyst for selective oxidation of various functional groups with hydrogen peroxide. Adv. Synth. Catal. 2004, 346, 339-345. (Pubitemid 38515574)
    • (2004) Advanced Synthesis and Catalysis , vol.346 , Issue.2-3 , pp. 339-345
    • Sloboda-Rozner, D.1    Witte, P.2    Alsters, P.L.3    Neumann, R.4
  • 32
    • 79952190520 scopus 로고    scopus 로고
    • The oxidation of pyridine and alcohol using the Keggin-type lacunary polytungstophosphate as a temperature-controlled phase-transfer catalyst
    • Ding, Y.; Zhao, W. The oxidation of pyridine and alcohol using the Keggin-type lacunary polytungstophosphate as a temperature-controlled phase-transfer catalyst. J. Mol. Catal. A: Chem. 2011, 337, 45-51.
    • (2011) J. Mol. Catal. A: Chem. , vol.337 , pp. 45-51
    • Ding, Y.1    Zhao, W.2
  • 34
    • 80054972174 scopus 로고    scopus 로고
    • A multiunit catalyst with synergistic stability and reactivity: A polyoxometalate-metal organic framework for aerobic decontamination
    • Song, J.; Luo, Z.; Britt, D. K.; Furukawa, H.; Yaghi, O. M.; Hardcastle, K. I.; Hill, C. L. A multiunit catalyst with synergistic stability and reactivity: A polyoxometalate-metal organic framework for aerobic decontamination. J. Am. Chem. Soc. 2011, 133, 16839-16846.
    • (2011) J. Am. Chem. Soc. , vol.133 , pp. 16839-16846
    • Song, J.1    Luo, Z.2    Britt, D.K.3    Furukawa, H.4    Yaghi, O.M.5    Hardcastle, K.I.6    Hill, C.L.7
  • 35
    • 84875676968 scopus 로고    scopus 로고
    • 2O)W 11O 39]: A molecular mixed-valence Keggin polyoxometalate catalyst of high stability and efficiency for visible light-driven water oxidation
    • 2O)W 11O 39]: A molecular mixed-valence Keggin polyoxometalate catalyst of high stability and efficiency for visible light-driven water oxidation. Energy Environ. Sci. 2013, 6, 1170-1184.
    • (2013) Energy Environ. Sci. , vol.6 , pp. 1170-1184
    • Song, F.Y.1    Ding, Y.2    Ma, B.C.3    Wang, C.M.4    Wang, Q.5    Du, X.Q.6    Fu, S.7    Song, J.8
  • 36
    • 0040759890 scopus 로고    scopus 로고
    • Syntheses and Structures of the Tungstoborate Anions
    • Tézé, A.; Michelon, M.; Herv, G. Syntheses and structures of the tungstoborate anions. Inorg. Chem. 1997, 36, 505-509. (Pubitemid 127471976)
    • (1997) Inorganic Chemistry , vol.36 , Issue.4 , pp. 505-509
    • Teze, A.1    Michelon, M.2    Herve, G.3


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