메뉴 건너뛰기




Volumn 37, Issue 6, 2007, Pages 933-939

Green synthesis of tetraalkylammonium tribromide using cerium(IV) ammonium nitrate (CAN) as oxidant

Author keywords

Bromination; CAN; Oxidative; Tetraalkylammonium tribromide

Indexed keywords

AMMONIUM DERIVATIVE; AMMONIUM NITRATE; CERIUM; OXIDIZING AGENT; SOLVENT; WATER;

EID: 33847332490     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910601163794     Document Type: Article
Times cited : (10)

References (21)
  • 1
    • 0001496486 scopus 로고    scopus 로고
    • Tetrabutylammonium tribromide (TBATB)-MeOH: An efficient chemoselective reagent for the cleavage of tert-butyldimethylsilyl (TBDMS) ethers
    • (a) Gopinath, R.; Patel, B. K. Tetrabutylammonium tribromide (TBATB)-MeOH: An efficient chemoselective reagent for the cleavage of tert-butyldimethylsilyl (TBDMS) ethers. Org. Lett. 2000, 2 (26), 4177;
    • (2000) Org. Lett , vol.2 , Issue.26 , pp. 4177
    • Gopinath, R.1    Patel, B.K.2
  • 2
    • 0037047512 scopus 로고    scopus 로고
    • Tetrabutylammonium tribromide (TBATB) as an efficient generator of HBr for an efficient chemoselective reagent for acetalization of carbonyl compounds
    • (b) Gopinath, R.; Haque, S. J.; Patel, B. K. Tetrabutylammonium tribromide (TBATB) as an efficient generator of HBr for an efficient chemoselective reagent for acetalization of carbonyl compounds. J. Org. Chem. 2002, 67, 5842;
    • (2002) J. Org. Chem , vol.67 , pp. 5842
    • Gopinath, R.1    Haque, S.J.2    Patel, B.K.3
  • 3
    • 2942739186 scopus 로고    scopus 로고
    • Chemoselective thioacetalisation and transthioacetalisation of carbonyl compounds catalysed by tetrabutylammonium tribromide (TBATB)
    • (c) Naili, S.; Gopinath, R.; Goswami, M.; Patel, B. K. Chemoselective thioacetalisation and transthioacetalisation of carbonyl compounds catalysed by tetrabutylammonium tribromide (TBATB). Org. Biomol. Chem. 2004, 2 (11), 1670.
    • (2004) Org. Biomol. Chem , vol.2 , Issue.11 , pp. 1670
    • Naili, S.1    Gopinath, R.2    Goswami, M.3    Patel, B.K.4
  • 8
    • 33947488454 scopus 로고
    • The brominating properties of tetramethylammonium tribromide
    • Avramoff, M.; Weiss, J.; Schaechter, O. The brominating properties of tetramethylammonium tribromide. J. Org. Chem. 1963, 28, 3256.
    • (1963) J. Org. Chem , vol.28 , pp. 3256
    • Avramoff, M.1    Weiss, J.2    Schaechter, O.3
  • 10
    • 33751392231 scopus 로고    scopus 로고
    • Muathen, H. A. 1,8-Diazableyelo[5.4.0]undec-7-ene hydrobromide perbromide: A new mild stable brominating agent for aromatic compounds. J. Org. Chem. 1992, 57, 2740.
    • Muathen, H. A. 1,8-Diazableyelo[5.4.0]undec-7-ene hydrobromide perbromide: A new mild stable brominating agent for aromatic compounds. J. Org. Chem. 1992, 57, 2740.
  • 12
    • 0032578886 scopus 로고    scopus 로고
    • An environmentally benign synthesis of organic ammonium tribromides (OATB) and bromination of selected organic substrates by tetrabutylammonium tribromide (TBATB)
    • Chaudhuri, M. K.; Khan, A. T.; Patel, B. K.; Dey, D.; Kharmawophlang, W.; Lakshmiprabha, T. R.; Mandal, G. C. An environmentally benign synthesis of organic ammonium tribromides (OATB) and bromination of selected organic substrates by tetrabutylammonium tribromide (TBATB). Tetrahedron Lett. 1998, 39, 8163.
    • (1998) Tetrahedron Lett , vol.39 , pp. 8163
    • Chaudhuri, M.K.1    Khan, A.T.2    Patel, B.K.3    Dey, D.4    Kharmawophlang, W.5    Lakshmiprabha, T.R.6    Mandal, G.C.7
  • 13
    • 1842767277 scopus 로고    scopus 로고
    • Synthesis of newer dinuclear and mono-nuclear peroxo-vanadium complexes containing biogenic co-ligands: A comparative study of some of their parameters
    • Sarmah, S.; Kalita, D.; Hazarika, P.; Borah, R.; Islam, N. S. Synthesis of newer dinuclear and mono-nuclear peroxo-vanadium complexes containing biogenic co-ligands: A comparative study of some of their parameters. Polyhedron 2004, 23, 1097.
    • (2004) Polyhedron , vol.23 , pp. 1097
    • Sarmah, S.1    Kalita, D.2    Hazarika, P.3    Borah, R.4    Islam, N.S.5
  • 15
    • 85065132463 scopus 로고
    • Ceric ion oxidation in organic chemistry
    • (b) Ho, T. L. Ceric ion oxidation in organic chemistry. Synthesis 1973, 347.
    • (1973) Synthesis , pp. 347
    • Ho, T.L.1
  • 17
    • 0003537151 scopus 로고
    • For review on CAN-mediated reactions, see, Academic Press: London
    • (b) For review on CAN-mediated reactions, see Imamoto, T. Lanthanide Reagents in Organic Synthesis; Academic Press: London, 1994, p. 119.
    • (1994) Lanthanide Reagents in Organic Synthesis , pp. 119
    • Imamoto, T.1
  • 18
    • 11444263425 scopus 로고    scopus 로고
    • A mechanistic study of the electro-oxidation of bromide in acetonitrile and the room temperature ionic liquid, 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl) imide at platinum electrodes
    • (a) Allen, G. D.; Buzze, M. C.; Villagrán C.; Hardacre, C.; Compton, G. R. A mechanistic study of the electro-oxidation of bromide in acetonitrile and the room temperature ionic liquid, 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl) imide at platinum electrodes. J. Electroanl. Chem. 2005, 575, 311;
    • (2005) J. Electroanl. Chem , vol.575 , pp. 311
    • Allen, G.D.1    Buzze, M.C.2    Villagrán, C.3    Hardacre, C.4    Compton, G.R.5
  • 19
    • 0034870330 scopus 로고    scopus 로고
    • Radiation-chemical oxidation of bromide ions and formation of tribromide ions in weakly acidic aqueous solutions
    • (b) Ershov, B. G.; Gordeev, A. V.; Janata, E.; Kelm, M. Radiation-chemical oxidation of bromide ions and formation of tribromide ions in weakly acidic aqueous solutions. Mendeleev Commun. 2001, 11, 149.
    • (2001) Mendeleev Commun , vol.11 , pp. 149
    • Ershov, B.G.1    Gordeev, A.V.2    Janata, E.3    Kelm, M.4
  • 20
    • 0035742562 scopus 로고    scopus 로고
    • Peroxometal-mediated environmentally favorable route to brominating agents and protocols for bromination of organics
    • Bora, U.; Chaudhuri, M. K.; Dey, D.; Dhar, S. S. Peroxometal-mediated environmentally favorable route to brominating agents and protocols for bromination of organics. Pure Appl. Chem. 2001, 73 (1), 93.
    • (2001) Pure Appl. Chem , vol.73 , Issue.1 , pp. 93
    • Bora, U.1    Chaudhuri, M.K.2    Dey, D.3    Dhar, S.S.4
  • 21
    • 33845185312 scopus 로고
    • Formation of pentabromide ions from bromine and bromide in moderate-polarity aprotic solvents and their possible involvement in the product-determining step of olefin bromination
    • Bellucci, G.; Bianchini, R.; Chiappe, C.; Ambrosetti, R. Formation of pentabromide ions from bromine and bromide in moderate-polarity aprotic solvents and their possible involvement in the product-determining step of olefin bromination. J. Am. Chem. Soc. 1989, 111, 199.
    • (1989) J. Am. Chem. Soc , vol.111 , pp. 199
    • Bellucci, G.1    Bianchini, R.2    Chiappe, C.3    Ambrosetti, R.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.