메뉴 건너뛰기




Volumn 40, Issue 19, 2010, Pages 2922-2929

Green oxidation of methylarenes to benzoic acids with bromide/bromate in water

Author keywords

Benzoic acids; bromide bromate; methylarenes; oxidation

Indexed keywords

BENZOIC ACID; BROMATE; BROMIDE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; WATER;

EID: 77956210304     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910903340678     Document Type: Article
Times cited : (7)

References (29)
  • 4
    • 4544230894 scopus 로고    scopus 로고
    • A new route to lactam precursors from cycloalkanes: Direct production of nitrosocycloalkanes or cycloalkanone oximes by using tert-butyl nitrite and N-hydroxyphthalimide
    • Hirabayashi, T.; Sakaguchi, S.; Ishii, Y. A new route to lactam precursors from cycloalkanes: Direct production of nitrosocycloalkanes or cycloalkanone oximes by using tert-butyl nitrite and N-hydroxyphthalimide. Angew. Chem. Ind. Ed. 2004, 43, 1120-1123
    • (2004) Angew. Chem. Ind. Ed. , vol.43 , pp. 1120-1123
    • Hirabayashi, T.1    Sakaguchi, S.2    Ishii, Y.3
  • 5
    • 0034332748 scopus 로고    scopus 로고
    • Engineering aspects of industrial liquid-phase air oxidation of hydrocarbons
    • Suresh, A. K.; Sharma, M. M.; Sridhar, T. Engineering aspects of industrial liquid-phase air oxidation of hydrocarbons. Ind. Eng. Chem. Res. 2000, 39, 3958-3997.
    • (2000) Ind. Eng. Chem. Res. , vol.39 , pp. 3958-3997
    • Suresh, A.K.1    Sharma, M.M.2    Sridhar, T.3
  • 6
    • 0039934434 scopus 로고
    • K. B. Wiberg (Ed.); Academic Press: New York part A
    • Wiberg, K. B. In Oxidation in Organic Chemistry; K. B. Wiberg (Ed.); Academic Press: New York, 1965; part A, p. 69
    • (1965) Oxidation in Organic Chemistry , pp. 69
    • Wiberg, K.B.1
  • 8
    • 33947088363 scopus 로고
    • Crown polyether chemistry: Potassium permanganate oxidations in benzene
    • Sam, D. J.; Simmons, H. E. Crown polyether chemistry: Potassium permanganate oxidations in benzene. J. Am. Chem. Soc. 1972, 94, 4024-4025.
    • (1972) J. Am. Chem. Soc. , vol.94 , pp. 4024-4025
    • Sam, D.J.1    Simmons, H.E.2
  • 9
    • 0001076619 scopus 로고
    • Oxidation of alkylarenes with aqueous sodium dichromate dichromate: A useful method for preparing mono- and polyaromatic carboxylic acids
    • Friedman, L.; Fishel, D. L.; Shechter, H. Oxidation of alkylarenes with aqueous sodium dichromate dichromate: A useful method for preparing mono- and polyaromatic carboxylic acids. J. Org. Chem. 1965, 30, 1453-1457.
    • (1965) J. Org. Chem. , vol.30 , pp. 1453-1457
    • Friedman, L.1    Fishel, D.L.2    Shechter, H.3
  • 10
    • 0013563475 scopus 로고
    • Chromium(VI) complex catalyzed benzylic oxidations in the presence of tert-butyl hydroperoxide
    • Muzart, J. Chromium(VI) complex catalyzed benzylic oxidations in the presence of tert-butyl hydroperoxide. Tetrahedron Lett. 1986, 27, 3139-3142
    • (1986) Tetrahedron Lett. , vol.27 , pp. 3139-3142
    • Muzart, J.1
  • 11
    • 0347808978 scopus 로고
    • Practical chromium(VI) oxide-catalyzed benzylic oxidations using 70% tert-butylhydroperoxide
    • Muzart, J. Practical chromium(VI) oxide-catalyzed benzylic oxidations using 70% tert-butylhydroperoxide. Tetrahedron Lett. 1987, 28, 2131-2132
    • (1987) Tetrahedron Lett. , vol.28 , pp. 2131-2132
    • Muzart, J.1
  • 12
    • 0001061089 scopus 로고    scopus 로고
    • Oxide-catalyzed benzylic oxidation with periodic acid
    • Yamazaki, S. Chromium(VI) oxide-catalyzed benzylic oxidation with periodic acid. Org. Lett. 1999, 1, 2129-2132.
    • (1999) Org. Lett. , vol.1 , pp. 2129-2132
    • Yamazaki, S.1    Chromium, V.I.2
  • 13
    • 0036920172 scopus 로고    scopus 로고
    • Solvent-free oxidation of toluene and substituted toluenes to their benzoic acids using carboxylic acid-promoted heterogeneous catalysis
    • Bastock, T. W.; Clark, J. H.; Matin, K.; Trenbirth, B. W. Mild, solvent-free oxidation of toluene and substituted toluenes to their benzoic acids using carboxylic acid-promoted heterogeneous catalysis. Green Chem. 2002, 4, 615-617
    • (2002) Green Chem. , vol.4 , pp. 615-617
    • Bastock, T.W.1    Clark, J.H.2    Matin, K.3    Mild, W.T.B.4
  • 14
    • 0000096029 scopus 로고
    • Liquid-phase oxidation of deactivated methylbenzenes by aqueous sodium hypochlorite catalyzed by ruthenium salts under phase-transfer catalytic conditions
    • Sasson, Y.; Zappi, G. D.; Neumann, R. Liquid-phase oxidation of deactivated methylbenzenes by aqueous sodium hypochlorite catalyzed by ruthenium salts under phase-transfer catalytic conditions. J. Org. Chem. 1986, 51, 2880-2883
    • (1986) J. Org. Chem. , vol.51 , pp. 2880-2883
    • Sasson, Y.1    Zappi, G.D.2    Neumann, R.3
  • 15
    • 25844486014 scopus 로고    scopus 로고
    • Combined acid additives and the MC catalyst for the autoxidation of p-xylene to terephthalic acid
    • and the references therein
    • Saha, B.; Espenson, J. H. Combined acid additives and the MC catalyst for the autoxidation of p-xylene to terephthalic acid. J. Mol. Catal. A: Chem. 2005, 241, 33-38, and the references therein
    • (2005) J. Mol. Catal. A: Chem. , vol.241 , pp. 33-38
    • Saha, B.1    Espenson, J.H.2
  • 17
    • 33745462569 scopus 로고    scopus 로고
    • NaIO4-mediated selective oxidation of alkylarenes and benzylic bromides/alcohols to carbonyl derivatives using water as solvent
    • Shaikh, T. M.; Emmanuvel, L.; Sudalai, A. NaIO4-mediated selective oxidation of alkylarenes and benzylic bromides=alcohols to carbonyl derivatives using water as solvent. J. Org. Chem. 2006, 71, 5043-5046.
    • (2006) J. Org. Chem. , vol.71 , pp. 5043-5046
    • Shaikh, T.M.1    Emmanuvel, L.2    Sudalai, A.3
  • 18
    • 0000061116 scopus 로고    scopus 로고
    • Catalytic oxidation of alkylbenzenes with molecular oxygen under normal pressure and temperature by N-hydroxyphthalimide combined with Co(OAc) 2
    • Yoshino, Y.; Hayashi, Y.; Iwahama, T.; Sakaguchi, S.; Ishii, Y. Catalytic oxidation of alkylbenzenes with molecular oxygen under normal pressure and temperature by N-hydroxyphthalimide combined with Co(OAc)2. J. Org. Chem. 1997, 62, 6810-6813.
    • (1997) J. Org. Chem. , vol.62 , pp. 6810-6813
    • Yoshino, Y.1    Hayashi, Y.2    Iwahama, T.3    Sakaguchi, S.4    Ishii, Y.5
  • 19
    • 53849104313 scopus 로고    scopus 로고
    • WO3=70% TBHP=aqueous NaOH: An efficient catalytic combination for the selective oxidation of methylarenes and alkyl aryl ketones to benzoic acids
    • Shaikh, T. M.; Sudalai, A. WO3=70% TBHP=aqueous NaOH: An efficient catalytic combination for the selective oxidation of methylarenes and alkyl aryl ketones to benzoic acids. Eur. J. Org. Chem. 2008, 4877-4880.
    • (2008) Eur. J. Org. Chem. , pp. 4877-4880
    • Shaikh, T.M.1    Sudalai, A.2
  • 21
    • 38849101797 scopus 로고    scopus 로고
    • An alternative method for the regio- and stereoselective bromination of alkenes, alkynes, toluene derivatives, and ketones using a bromide=bromate couple B. C
    • Adimurthy, S.; Ghosh, S.; Patoliya, P. U.; Ramachandraiah, G.; Agrawal, M. K.; Gandhi, M. R.; Upadhyay, S. C.; Ghosh, P. K.; Ranu, B. C. An alternative method for the regio- and stereoselective bromination of alkenes, alkynes, toluene derivatives, and ketones using a bromide=bromate couple B. C. Green Chem. 2008, 10, 232-237.
    • (2008) Green Chem. , vol.10 , pp. 232-237
    • Adimurthy, S.1    Ghosh, S.2    Patoliya, P.U.3    Ramachandraiah, G.4    Agrawal, M.K.5    Gandhi, M.R.6    Upadhyay, S.C.7    Ghosh, P.K.8    Ranu, B.C.9
  • 22
    • 0042689566 scopus 로고
    • Preparation of o-chlorobenzoicacid
    • Clarke, H. T.; Taylor, E. R. Preparation of o-chlorobenzoicacid. Org. Synth. 1943, 2, 135-136
    • (1943) Org. Synth. , vol.2 , pp. 135-136
    • Clarke, H.T.1    Taylor, E.R.2
  • 23
    • 49949138446 scopus 로고
    • Oxidation of alkylbenzenes, catalyzed by chlorotris(triphenylphosphine) rhodium
    • Blum, J.; Rosenman, H.; Bergmann, E. D. Oxidation of alkylbenzenes, catalyzed by chlorotris(triphenylphosphine)rhodium. Tetrahedron Lett. 1967, 8, 3665-3668
    • (1967) Tetrahedron Lett. , vol.8 , pp. 3665-3668
    • Blum, J.1    Rosenman, H.2    Bergmann, E.D.3
  • 24
    • 0348204576 scopus 로고
    • The free-radical nature of chlorotris (triphenylphosphine)rhodium- catalyzed autoxidations of cyclohexene and ethylbenzene
    • Kurkov, V. P.; Pasky, J. Z.; Lavigne, J. B. The free-radical nature of chlorotris (triphenylphosphine)rhodium-catalyzed autoxidations of cyclohexene and ethylbenzene. J. Am. Chem. Soc. 1968, 90, 4743-4744.
    • (1968) J. Am. Chem. Soc. , vol.90 , pp. 4743-4744
    • Kurkov, V.P.1    Pasky, J.Z.2    Lavigne, J.B.3
  • 25
    • 49049092821 scopus 로고    scopus 로고
    • Visible light photocatalytic oxidation of toluene using a cerium-doped titania catalyst
    • Sidheswaran, M.; Tavlarides, L. L. Visible light photocatalytic oxidation of toluene using a cerium-doped titania catalyst. Ind. Eng. Chem. Res. 2008, 47, 3346-3357
    • (2008) Ind. Eng. Chem. Res. , vol.47 , pp. 3346-3357
    • Sidheswaran, M.1    Tavlarides, L.L.2
  • 26
    • 0032344480 scopus 로고    scopus 로고
    • Catalytic processes of oxidation by hydrogen peroxide in the presence of Br2 or HBr: Mechanism and synthetic applications
    • Amati, A.; Dosualdo, G.; Zhao, L.; Bravo, A.; Fontana, F.; Minisci, F.; Bjorsvik, H. R. Catalytic processes of oxidation by hydrogen peroxide in the presence of Br2 or HBr: Mechanism and synthetic applications. Org. Process Res. Dev. 1998, 2, 261-269.
    • (1998) Org. Process Res. Dev. , vol.2 , pp. 261-269
    • Amati, A.1    Dosualdo, G.2    Zhao, L.3    Bravo, A.4    Fontana, F.5    Minisci, F.6    Bjorsvik, H.R.7
  • 28
    • 20344406672 scopus 로고
    • 3,5-Dichloroaniline in Sandmeyers isatin synthesis: 4,6- Dichloroanthranilic acid
    • Sheibley, F. E.; Mcnulty, J. S. 3,5-Dichloroaniline in Sandmeyers isatin synthesis: 4,6-Dichloroanthranilic acid. J. Org. Chem. 1956, 21, 171-173.
    • (1956) J. Org. Chem. , vol.21 , pp. 171-173
    • Sheibley, F.E.1    McNulty, J.S.2
  • 29
    • 77956218056 scopus 로고
    • B-Aroyl-a- and -b-arylpropionic acids, part 1: Their preparation and lactonization
    • Sayed, S. b-Aroyl-a- and -b-arylpropionic acids, part 1: Their preparation and lactonization. Can. J. Chem. 1961, 39, 2563-2571
    • (1961) Can. J. Chem. , vol.39 , pp. 2563-2571
    • Sayed, S.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.