메뉴 건너뛰기




Volumn 62, Issue 20, 1997, Pages 6974-6977

A Versatile and Highly Selective Hypervalent Iodine (III)/ 2,2,6,6-Tetraniethyl-1-piperidinyloxyl-Mediated Oxidation of Alcohols to Carbonyl Compounds

Author keywords

[No Author keywords available]

Indexed keywords


EID: 0000307530     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo971046m     Document Type: Article
Times cited : (727)

References (65)
  • 1
    • 84944032569 scopus 로고
    • Katritzky, A. R., Rees, C. W., Eds.; Pergamon Press: Oxford
    • For general reviews, see: (a) Nguyen, T. T.; Martin, J. C. In Comprehensive Heterocyclic Chemistry; Katritzky, A. R., Rees, C. W., Eds.; Pergamon Press: Oxford, 1984; Vol. 1, pp 563-572. (b) Varvoglis, A. The Organic Chemistry of Polycoordinated Iodine; VCH: New York, 1992; pp 379-405. (c) Koser, G. F. In The Chemistry of Functional Groups, Supplement D; Patai, S., Rappoport, Z., Eds.; John Wiley & Sons: New York, 1983; Chapter 18. (d) Varvoglis, A. Synthesis 1984, 709. (e) Varvoglis, A. Hypervalent Iodine in Organic Chemistry; Academic Press: London, 1997. (f) Varvoglis, A. Tetrahedron 1997, 53, 1179
    • (1984) Comprehensive Heterocyclic Chemistry , vol.1 , pp. 563-572
    • Nguyen, T.T.1    Martin, J.C.2
  • 2
    • 0003410653 scopus 로고
    • VCH: New York
    • For general reviews, see: (a) Nguyen, T. T.; Martin, J. C. In Comprehensive Heterocyclic Chemistry; Katritzky, A. R., Rees, C. W., Eds.; Pergamon Press: Oxford, 1984; Vol. 1, pp 563-572. (b) Varvoglis, A. The Organic Chemistry of Polycoordinated Iodine; VCH: New York, 1992; pp 379-405. (c) Koser, G. F. In The Chemistry of Functional Groups, Supplement D; Patai, S., Rappoport, Z., Eds.; John Wiley & Sons: New York, 1983; Chapter 18. (d) Varvoglis, A. Synthesis 1984, 709. (e) Varvoglis, A. Hypervalent Iodine in Organic Chemistry; Academic Press: London, 1997. (f) Varvoglis, A. Tetrahedron 1997, 53, 1179
    • (1992) The Organic Chemistry of Polycoordinated Iodine , pp. 379-405
    • Varvoglis, A.1
  • 3
    • 1542751083 scopus 로고
    • Supplement D; Patai, S., Rappoport, Z., Eds.; John Wiley & Sons: New York; Chapter 18
    • For general reviews, see: (a) Nguyen, T. T.; Martin, J. C. In Comprehensive Heterocyclic Chemistry; Katritzky, A. R., Rees, C. W., Eds.; Pergamon Press: Oxford, 1984; Vol. 1, pp 563-572. (b) Varvoglis, A. The Organic Chemistry of Polycoordinated Iodine; VCH: New York, 1992; pp 379-405. (c) Koser, G. F. In The Chemistry of Functional Groups, Supplement D; Patai, S., Rappoport, Z., Eds.; John Wiley & Sons: New York, 1983; Chapter 18. (d) Varvoglis, A. Synthesis 1984, 709. (e) Varvoglis, A. Hypervalent Iodine in Organic Chemistry; Academic Press: London, 1997. (f) Varvoglis, A. Tetrahedron 1997, 53, 1179
    • (1983) The Chemistry of Functional Groups
    • Koser, G.F.1
  • 4
    • 0021127516 scopus 로고
    • For general reviews, see: (a) Nguyen, T. T.; Martin, J. C. In Comprehensive Heterocyclic Chemistry; Katritzky, A. R., Rees, C. W., Eds.; Pergamon Press: Oxford, 1984; Vol. 1, pp 563-572. (b) Varvoglis, A. The Organic Chemistry of Polycoordinated Iodine; VCH: New York, 1992; pp 379-405. (c) Koser, G. F. In The Chemistry of Functional Groups, Supplement D; Patai, S., Rappoport, Z., Eds.; John Wiley & Sons: New York, 1983; Chapter 18. (d) Varvoglis, A. Synthesis 1984, 709. (e) Varvoglis, A. Hypervalent Iodine in Organic Chemistry; Academic Press: London, 1997. (f) Varvoglis, A. Tetrahedron 1997, 53, 1179
    • (1984) Synthesis , pp. 709
    • Varvoglis, A.1
  • 5
    • 0003579937 scopus 로고    scopus 로고
    • Academic Press: London
    • For general reviews, see: (a) Nguyen, T. T.; Martin, J. C. In Comprehensive Heterocyclic Chemistry; Katritzky, A. R., Rees, C. W., Eds.; Pergamon Press: Oxford, 1984; Vol. 1, pp 563-572. (b) Varvoglis, A. The Organic Chemistry of Polycoordinated Iodine; VCH: New York, 1992; pp 379-405. (c) Koser, G. F. In The Chemistry of Functional Groups, Supplement D; Patai, S., Rappoport, Z., Eds.; John Wiley & Sons: New York, 1983; Chapter 18. (d) Varvoglis, A. Synthesis 1984, 709. (e) Varvoglis, A. Hypervalent Iodine in Organic Chemistry; Academic Press: London, 1997. (f) Varvoglis, A. Tetrahedron 1997, 53, 1179
    • (1997) Hypervalent Iodine in Organic Chemistry
    • Varvoglis, A.1
  • 6
    • 0031027260 scopus 로고    scopus 로고
    • For general reviews, see: (a) Nguyen, T. T.; Martin, J. C. In Comprehensive Heterocyclic Chemistry; Katritzky, A. R., Rees, C. W., Eds.; Pergamon Press: Oxford, 1984; Vol. 1, pp 563-572. (b) Varvoglis, A. The Organic Chemistry of Polycoordinated Iodine; VCH: New York, 1992; pp 379-405. (c) Koser, G. F. In The Chemistry of Functional Groups, Supplement D; Patai, S., Rappoport, Z., Eds.; John Wiley & Sons: New York, 1983; Chapter 18. (d) Varvoglis, A. Synthesis 1984, 709. (e) Varvoglis, A. Hypervalent Iodine in Organic Chemistry; Academic Press: London, 1997. (f) Varvoglis, A. Tetrahedron 1997, 53, 1179
    • (1997) Tetrahedron , vol.53 , pp. 1179
    • Varvoglis, A.1
  • 44
    • 37049071931 scopus 로고
    • For previous examples of TEMPO and hypervalent iodine chemistry, see: (a) Togo, H.; Aoki, M.; Kuramochi, T.; Yakoyama, M. J. Chem. Soc., Perkin Trans. 1 1993, 2417. (b) Magnus, P.; Lacour, J.; Evans, P. A.; Roe, M. B.; Hulme, C. J. Am. Chem. Soc. 1996, 118, 3406. (c) De Mico, A.; Margarita, R.; Mariani, A.; Piancatelli, G. Tetrahedron Lett. 1996, 37, 1889.
    • (1993) J. Chem. Soc., Perkin Trans. 1 , pp. 2417
    • Togo, H.1    Aoki, M.2    Kuramochi, T.3    Yakoyama, M.4
  • 45
    • 0029915129 scopus 로고    scopus 로고
    • For previous examples of TEMPO and hypervalent iodine chemistry, see: (a) Togo, H.; Aoki, M.; Kuramochi, T.; Yakoyama, M. J. Chem. Soc., Perkin Trans. 1 1993, 2417. (b) Magnus, P.; Lacour, J.; Evans, P. A.; Roe, M. B.; Hulme, C. J. Am. Chem. Soc. 1996, 118, 3406. (c) De Mico, A.; Margarita, R.; Mariani, A.; Piancatelli, G. Tetrahedron Lett. 1996, 37, 1889.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 3406
    • Magnus, P.1    Lacour, J.2    Evans, P.A.3    Roe, M.B.4    Hulme, C.5
  • 46
    • 0029937843 scopus 로고    scopus 로고
    • For previous examples of TEMPO and hypervalent iodine chemistry, see: (a) Togo, H.; Aoki, M.; Kuramochi, T.; Yakoyama, M. J. Chem. Soc., Perkin Trans. 1 1993, 2417. (b) Magnus, P.; Lacour, J.; Evans, P. A.; Roe, M. B.; Hulme, C. J. Am. Chem. Soc. 1996, 118, 3406. (c) De Mico, A.; Margarita, R.; Mariani, A.; Piancatelli, G. Tetrahedron Lett. 1996, 37, 1889.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 1889
    • De Mico, A.1    Margarita, R.2    Mariani, A.3    Piancatelli, G.4
  • 47
    • 1542540940 scopus 로고    scopus 로고
    • note
    • When the alcohol is liquid the reaction can be performed without any solvent under strong- agitation at 0°C. Benzyl alcohol, 1-phenylethanol, and geraniol were efficiently oxidized under this condition.
  • 52
    • 0342850245 scopus 로고
    • Oxiranes undergo C-O cleavage with hypervalent iodine(III) reagents: Spyroudis, S.; Varvoglis, A. J. Org. Chem. 1981, 46, 5231.
    • (1981) J. Org. Chem. , vol.46 , pp. 5231
    • Spyroudis, S.1    Varvoglis, A.2
  • 57
    • 1542436044 scopus 로고    scopus 로고
    • ESR spectra support this evidence
    • ESR spectra support this evidence.
  • 62
    • 1542436040 scopus 로고    scopus 로고
    • Quantitative ESR studies will be published elsewhere in due course
    • Quantitative ESR studies will be published elsewhere in due course.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.