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Volumn 65, Issue 52, 2009, Pages 10797-10815

Hypervalent iodine(III): selective and efficient single-electron-transfer (SET) oxidizing agent

Author keywords

Heteroaromatic compound; Hypervalent iodine; Oxidation; Single electron transfer

Indexed keywords

AROMATIC COMPOUND; BENZENE DERIVATIVE; CATION; ETHER DERIVATIVE; INDOLE DERIVATIVE; IODINE; OXIDIZING AGENT; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; PYRROLE DERIVATIVE; RADICAL; THIOPHENE DERIVATIVE; TRIFLUOROACETIC ACID;

EID: 70449730092     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.10.040     Document Type: Article
Times cited : (218)

References (230)
  • 1
    • 70449711474 scopus 로고    scopus 로고
    • For recent reviews and publications, see
    • For recent reviews and publications, see:
  • 15
    • 70449719441 scopus 로고    scopus 로고
    • For reviews, see
    • For reviews, see:
  • 56
    • 70449721716 scopus 로고    scopus 로고
    • See Ref. 1h and other reviews:
    • See Ref. 1h and other reviews:
  • 61
    • 0003861336 scopus 로고    scopus 로고
    • Finet P. (Ed), Pergamon, Oxford
    • In: Finet P. (Ed). Ligand Coupling Reaction with Heteroatomic Compounds. Tetrahedron Organic Chemistry Series Vol. 18 (1998), Pergamon, Oxford
    • (1998) Tetrahedron Organic Chemistry Series , vol.18
  • 85
    • 70449728268 scopus 로고    scopus 로고
    • See Ref. 10f and other reviews:
    • See Ref. 10f and other reviews:
  • 89
    • 70449713988 scopus 로고    scopus 로고
    • For recent examples, see
    • For recent examples, see:
  • 96
    • 70449704759 scopus 로고    scopus 로고
    • For leading references on both the synthesis and natural occurrence of biaryls, see
    • For leading references on both the synthesis and natural occurrence of biaryls, see:
  • 115
    • 70449698612 scopus 로고    scopus 로고
    • For reviews, see
    • For reviews, see:
  • 122
    • 0004139257 scopus 로고    scopus 로고
    • Müllen K., and Wegner G. (Eds), Wiley-VCH GmbH, Weinheim, Germany
    • In: Müllen K., and Wegner G. (Eds). Electronic Materials: The Oligomer Approach (1998), Wiley-VCH GmbH, Weinheim, Germany
    • (1998) Electronic Materials: The Oligomer Approach
  • 123
    • 0003523970 scopus 로고    scopus 로고
    • Chandresekhar P. (Ed), Kluwer Academic Publishers, Hingham, MA
    • In: Chandresekhar P. (Ed). Conducting Polymers Fundamentals and Applications (1999), Kluwer Academic Publishers, Hingham, MA
    • (1999) Conducting Polymers Fundamentals and Applications
  • 129
    • 70449731018 scopus 로고    scopus 로고
    • note
    • During the cross-biaryl coupling reaction of 3-hexylthiophene and mesitylene, the C-C bond formation preferentially occurred at the 2-position of 3-hexylthiophene. See Ref. 59.
  • 132
    • 33845282080 scopus 로고
    • For the discussion on aromatic cation radicals that are confined to counterions, see: and references cited therein
    • For the discussion on aromatic cation radicals that are confined to counterions, see:. Kameyama M., Kamigata N., and Kobayashi M. J. Org. Chem. 52 (1987) 3312 and references cited therein
    • (1987) J. Org. Chem. , vol.52 , pp. 3312
    • Kameyama, M.1    Kamigata, N.2    Kobayashi, M.3
  • 137
    • 70449713987 scopus 로고    scopus 로고
    • See Ref. 27 and others:
    • See Ref. 27 and others:
  • 156
    • 70449700360 scopus 로고    scopus 로고
    • The formation of pyrrole cation radicals was postulated in the oligomerization processes of pyrroles that are induced by heavy metal oxidants or electrolytic conditions. See
    • The formation of pyrrole cation radicals was postulated in the oligomerization processes of pyrroles that are induced by heavy metal oxidants or electrolytic conditions. See:
  • 161
    • 0242579147 scopus 로고    scopus 로고
    • and references therein
    • Ayad M.M. J. Mater. Sci. Lett. 22 (2003) 1577 and references therein
    • (2003) J. Mater. Sci. Lett. , vol.22 , pp. 1577
    • Ayad, M.M.1
  • 163
    • 70449732847 scopus 로고    scopus 로고
    • For chlorosulfonyl isocyanate, see
    • For chlorosulfonyl isocyanate, see:
  • 165
    • 33846076056 scopus 로고
    • isocyanato phosphoric acid dichloride
    • Lohaus G. Org. Synth. 50 (1970) 52 isocyanato phosphoric acid dichloride
    • (1970) Org. Synth. , vol.50 , pp. 52
    • Lohaus, G.1
  • 171
    • 70449717629 scopus 로고    scopus 로고
    • By electrochemical oxidation, see
    • By electrochemical oxidation, see:
  • 176
    • 70449721248 scopus 로고    scopus 로고
    • note
    • ox (V vs SCE)}.
  • 183
    • 70449709664 scopus 로고    scopus 로고
    • The pyrrole cation radicals are known to most reactive at the 2-position. See the calculation of the spin density of the intermediates:
    • The pyrrole cation radicals are known to most reactive at the 2-position. See the calculation of the spin density of the intermediates:
  • 189
    • 70449723492 scopus 로고    scopus 로고
    • Other dehydrative approaches have generally limited applications. See
    • Other dehydrative approaches have generally limited applications. See:
  • 194
    • 0003038928 scopus 로고    scopus 로고
    • For preparative methods, see:
    • Koser G.F. Aldrichimica Acta 34 (2001) 89 For preparative methods, see:
    • (2001) Aldrichimica Acta , vol.34 , pp. 89
    • Koser, G.F.1
  • 198
    • 0000296299 scopus 로고
    • and references therein
    • Frechet J.M.C. Pure Appl. Chem. 64 (1992) 1239 and references therein
    • (1992) Pure Appl. Chem. , vol.64 , pp. 1239
    • Frechet, J.M.C.1
  • 201
    • 70449719437 scopus 로고
    • Patai S., and Rappoport Z. (Eds), Wiley, New York, NY Chapter 25. Also see Ref. 1
    • Koser G.F. In: Patai S., and Rappoport Z. (Eds). The Chemistry of Functional Groups, Supplement D (1983), Wiley, New York, NY Chapter 25. Also see Ref. 1
    • (1983) The Chemistry of Functional Groups, Supplement D
    • Koser, G.F.1
  • 202
    • 70449704757 scopus 로고    scopus 로고
    • note
    • 2-Trimethylsilyl thiophene gave condensation products as a mixture of regioisomers. No ipso-substitution product of C-Si bond was also obtained in the α-silyl substituted thiophene.
  • 203
    • 70449717628 scopus 로고    scopus 로고
    • Aromatic cation radical formation using PhI(OH)OTs was recently reported in literature. See
    • Aromatic cation radical formation using PhI(OH)OTs was recently reported in literature. See:
  • 206
    • 70449721246 scopus 로고    scopus 로고
    • This method was applicable to other types of aromatic compounds. See Ref. 24
    • This method was applicable to other types of aromatic compounds. See Ref. 24.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.