메뉴 건너뛰기




Volumn 8, Issue 3, 2003, Pages 202-205

Reactions of indoles with nitrogen monoxide: Unexpected formation of azo-bis-indoles from 1,2-disubstituted indoles

Author keywords

Azo bis indoles; Diazonium salts; Indoles; Nitrogen monoxide; Nitrosoindoles

Indexed keywords

DIAZONIUM COMPOUND; INDOLE DERIVATIVE; ISONITROSOINDOLE; NITRIC OXIDE; UNCLASSIFIED DRUG;

EID: 0038798532     PISSN: 10898603     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1089-8603(03)00026-0     Document Type: Article
Times cited : (4)

References (25)
  • 2
    • 0032171420 scopus 로고    scopus 로고
    • Chemical biology of nitric oxide: Insights into regulatory, cytotoxic and cytoprotective mechanism of nitric oxide
    • Wink D.A., Mithchel J.B. Chemical biology of nitric oxide: insights into regulatory, cytotoxic and cytoprotective mechanism of nitric oxide. Free Radicals Biol. Med. 25:1998;434-456.
    • (1998) Free Radicals Biol. Med. , vol.25 , pp. 434-456
    • Wink, D.A.1    Mithchel, J.B.2
  • 3
    • 0032171425 scopus 로고    scopus 로고
    • The basic chemistry of nitrogen monoxide and peroxynitrite
    • Koppenol W.H. The basic chemistry of nitrogen monoxide and peroxynitrite. Free Radicals Biol. Med. 25:1998;385-391.
    • (1998) Free Radicals Biol. Med. , vol.25 , pp. 385-391
    • Koppenol, W.H.1
  • 4
    • 0000220064 scopus 로고
    • The chemistry of nitric oxide and its possible biological reactions
    • Fontecave M., Pierre J.-L. The chemistry of nitric oxide and its possible biological reactions. Bull. Soc. Chim. France. 131:1994;620-631.
    • (1994) Bull. Soc. Chim. France , vol.131 , pp. 620-631
    • Fontecave, M.1    Pierre, J.-L.2
  • 5
    • 43249108947 scopus 로고
    • Mechanism of indoles formation from phenacylarylamines
    • Crowthwe A.F., Mann G., Purdie D. Mechanism of indoles formation from phenacylarylamines. J. Chem. Soc. 1943;58-68.
    • (1943) J. Chem. Soc. , pp. 58-68
    • Crowthwe, A.F.1    Mann, G.2    Purdie, D.3
  • 7
    • 0038237224 scopus 로고
    • 1,2-Disubstituted-3-aminoindoles I. Preparation and reactions
    • Huang-Hsinmin F., Mann G. 1,2-Disubstituted-3-aminoindoles I. Preparation and reactions. J. Chem. Soc. 1949;2903-2911.
    • (1949) J. Chem. Soc. , pp. 2903-2911
    • Huang-Hsinmin, F.1    Mann, G.2
  • 8
    • 37049110546 scopus 로고
    • Elecrophilic ipso-substitutions. Part 1. Reactions of 3-substituted indoles with nitronium and nitrosonium ions
    • Colonna M., Greci L., Poloni M. Elecrophilic ipso-substitutions. Part 1. Reactions of 3-substituted indoles with nitronium and nitrosonium ions. J. Chem. Soc. Perkin Trans. 2:1981;628-632.
    • (1981) J. Chem. Soc. Perkin Trans. , vol.2 , pp. 628-632
    • Colonna, M.1    Greci, L.2    Poloni, M.3
  • 9
    • 84963267201 scopus 로고
    • 2-Phenyl-2-(1-oxyl-2,2,5,5-tetramethyl-2,5-dihydropyrrol-3-carbonyl)- imino-3-indole. A new convenient spin label
    • Greci L., Chiorboli E. 2-Phenyl-2-(1-oxyl-2,2,5,5-tetramethyl-2,5-dihydropyrrol-3-carbonyl)-imino- 3-indole. A new convenient spin label. Synthesis. 1986;219-220.
    • (1986) Synthesis , pp. 219-220
    • Greci, L.1    Chiorboli, E.2
  • 10
    • 84982336661 scopus 로고
    • Photolysis of 3-3-diazoindolenines in various methods
    • Simon U., Süs O., Horner L. Photolysis of 3-3-diazoindolenines in various methods. Justus Liebigs Ann. Chem. 697:1966;17-41.
    • (1966) Justus Liebigs Ann. Chem. , vol.697 , pp. 17-41
    • Simon, U.1    Süs, O.2    Horner, L.3
  • 12
    • 0012028613 scopus 로고
    • Mechanism of the reduction of nitric oxide to hydroxylamine at the mercury electrode
    • Benderskii V.A., Krivenko A.G., Ponomarev E.A. Mechanism of the reduction of nitric oxide to hydroxylamine at the mercury electrode. Soviet Electrochem. 26:1990;285-291.
    • (1990) Soviet Electrochem. , vol.26 , pp. 285-291
    • Benderskii, V.A.1    Krivenko, A.G.2    Ponomarev, E.A.3
  • 14
    • 0038575988 scopus 로고
    • Thermochemical Kinetics
    • New York: Wiley
    • Benson S.W. Thermochemical Kinetics. second ed. 1974;Wiley, New York.
    • (1974) second ed.
    • Benson, S.W.1
  • 16
    • 33947471295 scopus 로고
    • The reaction of nitrogen(II) oxide with various primary and secondary amines
    • (a) Drago R.S., Karstetter B.R. The reaction of nitrogen(II) oxide with various primary and secondary amines. J. Am. Chem. Soc. 83:1961;1819-1822
    • (1961) J. Am. Chem. Soc. , vol.83 , pp. 1819-1822
    • Drago, R.S.1    Karstetter, B.R.2
  • 17
    • 0001811208 scopus 로고
    • The reaction of nitrogen(II) oxide with diethylamine
    • (b) Drago R.S., Paulik F.E. The reaction of nitrogen(II) oxide with diethylamine. J. Am. Chem. Soc. 82:1960;96-98.
    • (1960) J. Am. Chem. Soc. , vol.82 , pp. 96-98
    • Drago, R.S.1    Paulik, F.E.2
  • 18
    • 0033828561 scopus 로고    scopus 로고
    • Reaction of nitric oxide at the β-carbon of enamines. A new method for preparing compounds containing the diazeniumdiolate functional group
    • Hrabie J.A., Arnold E.V., Citro M.L., George C., Keefer L.K. Reaction of nitric oxide at the β-carbon of enamines. A new method for preparing compounds containing the diazeniumdiolate functional group. J. Org. Chem. 65:2000;5745-5751.
    • (2000) J. Org. Chem. , vol.65 , pp. 5745-5751
    • Hrabie, J.A.1    Arnold, E.V.2    Citro, M.L.3    George, C.4    Keefer, L.K.5
  • 19
    • 0001587263 scopus 로고
    • Spin trapping in electrochemistry - Non aqueous electrochemical behaviour in nitroso spin traps
    • Gronchi G., Courbis P., Tordo P. Spin trapping in electrochemistry - Non aqueous electrochemical behaviour in nitroso spin traps. J. Phys. Chem. 87:1983;1343-1348.
    • (1983) J. Phys. Chem. , vol.87 , pp. 1343-1348
    • Gronchi, G.1    Courbis, P.2    Tordo, P.3
  • 21
    • 77952765942 scopus 로고
    • The use of spin-trapping in the study of the mechanisms of radical processes
    • Zubarev V.E., Belevskii V.N., Bugaenko L.T. The use of spin-trapping in the study of the mechanisms of radical processes. Russian Chem. Rev. 48:1979;729-745.
    • (1979) Russian Chem. Rev. , vol.48 , pp. 729-745
    • Zubarev, V.E.1    Belevskii, V.N.2    Bugaenko, L.T.3
  • 22
    • 0037686959 scopus 로고
    • Stable and unstable products of the reaction of 2,2-dihydroquinoleninenitroxide radicals with nitric oxide
    • Weber H., Grzesiok A., Sustmann R., Kort H.-G. Stable and unstable products of the reaction of 2,2-dihydroquinoleninenitroxide radicals with nitric oxide. Z. Naturforsch. Teil B. 49:1994;1041-1150.
    • (1994) Z. Naturforsch. Teil B , vol.49 , pp. 1041-1150
    • Weber, H.1    Grzesiok, A.2    Sustmann, R.3    Kort, H.-G.4
  • 25
    • 0003506155 scopus 로고
    • The chemistry of the nitro and nitroso groups
    • Patai S. New York: Wiley. (Part 1)
    • Feuer H. The chemistry of the nitro and nitroso groups. Patai S. The Chemistry of Functional Groups. 265:1970;Wiley, New York. (Part 1).
    • (1970) The Chemistry of Functional Groups , vol.265
    • Feuer, H.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.