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Volumn 14, Issue 9, 2008, Pages 2679-2685

TEMPO/HCl/NaNO2 catalyst: A transition-metal-free approach to efficient aerobic oxidation of alcohols to aldehydes and ketones under mild conditions

Author keywords

Green chemistry; Homogeneous catalysis; Mechanistic studies; Oxidation; TEMPO

Indexed keywords

HYDROCHLORIC ACID; INORGANIC COMPOUNDS;

EID: 53849089293     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200701818     Document Type: Article
Times cited : (185)

References (126)
  • 5
    • 0000676907 scopus 로고
    • Eds, B. M. Trost, I. Fleming, S.V. Ley, Pergamon, Oxford
    • a) M. F. Schlecht, in Comprehensive Organic Synthesis, Vol. 7 (Eds.: B. M. Trost, I. Fleming, S.V. Ley). Pergamon, Oxford, 1991, pp. 251-327;
    • (1991) Comprehensive Organic Synthesis , vol.7 , pp. 251-327
    • Schlecht, M.F.1
  • 7
  • 10
    • 4544344165 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2004, 43, 1588-1591.
    • (2004) Angew. Chem. Int. Ed , vol.43 , pp. 1588-1591
  • 11
    • 1542358754 scopus 로고    scopus 로고
    • For reviews on metal-catalyzed aerobic alcohol oxidations, see: a
    • For reviews on metal-catalyzed aerobic alcohol oxidations, see: a) B.-Z. Zhan, A. Thompson, Tetrahedron 2004, 60, 2917-2935;
    • (2004) Tetrahedron , vol.60 , pp. 2917-2935
    • Zhan, B.-Z.1    Thompson, A.2
  • 14
    • 0038106766 scopus 로고    scopus 로고
    • For reviews on Pd-catalyzed aerobic oxidations, see: a
    • For reviews on Pd-catalyzed aerobic oxidations, see: a) J. Muzart, Tetrahedron 2003, 59, 5789-5816;
    • (2003) Tetrahedron , vol.59 , pp. 5789-5816
    • Muzart, J.1
  • 15
    • 10044294415 scopus 로고    scopus 로고
    • b) S. S. Stahl. Angew. Chem. 2004, 116, 3480-3501;
    • (2004) Angew. Chem , vol.116 , pp. 3480-3501
    • Stahl, S.S.1
  • 16
    • 4143153074 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2004, 43, 3400-3420;
    • (2004) Angew. Chem. Int. Ed , vol.43 , pp. 3400-3420
  • 17
    • 24944468108 scopus 로고    scopus 로고
    • c) S. S. Stahl. Science 2005, 309, 1824-1826;
    • (2005) Science , vol.309 , pp. 1824-1826
    • Stahl, S.S.1
  • 20
    • 33750166737 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 6612-6615.
    • (2006) Angew. Chem. Int. Ed , vol.45 , pp. 6612-6615
  • 21
    • 0001434584 scopus 로고    scopus 로고
    • For palladium-catalyzed aerobic alcohol oxidation, see: a
    • For palladium-catalyzed aerobic alcohol oxidation, see: a) K. P. Peterson, R. C. Larock, J. Org. Chem. 1998, 63, 3185-3189;
    • (1998) J. Org. Chem , vol.63 , pp. 3185-3189
    • Peterson, K.P.1    Larock, R.C.2
  • 30
    • 0037434116 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2003, 42, 194-197;
    • (2003) Angew. Chem. Int. Ed , vol.42 , pp. 194-197
  • 32
    • 0042865830 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2003, 42, 3810-3813;
    • (2003) Angew. Chem. Int. Ed , vol.42 , pp. 3810-3813
  • 42
    • 14844321851 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 1346-1349;
    • (2005) Angew. Chem. Int. Ed , vol.44 , pp. 1346-1349
  • 43
    • 33645467565 scopus 로고    scopus 로고
    • I B. A. Steinhoff, S. S. Stahl, J. Am. Chem. Soc. 2006, 128, 4348-4355;
    • I) B. A. Steinhoff, S. S. Stahl, J. Am. Chem. Soc. 2006, 128, 4348-4355;
  • 48
    • 0037011215 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2002, 41, 4538-4542;
    • (2002) Angew. Chem. Int. Ed , vol.41 , pp. 4538-4542
  • 54
    • 0041936338 scopus 로고
    • For reviews of TEMPO-catalyzed alcohol oxidation, see: a
    • For reviews of TEMPO-catalyzed alcohol oxidation, see: a) J. M. Bobbitt, M. C. L. Flores, Heterocycles 1988, 27, 509-533;
    • (1988) Heterocycles , vol.27 , pp. 509-533
    • Bobbitt, J.M.1    Flores, M.C.L.2
  • 62
    • 33845470407 scopus 로고
    • For transition-metal-assisted TEMPO-catalyzed aerobic alcohol oxidations, see: a
    • For transition-metal-assisted TEMPO-catalyzed aerobic alcohol oxidations, see: a) F. M. Semmelhack, C. R. Schmidt, D. A. Cortes, C. S. Chou, J. Am. Chem. Soc. 1984, 106, 3374-3376;
    • (1984) J. Am. Chem. Soc , vol.106 , pp. 3374-3376
    • Semmelhack, F.M.1    Schmidt, C.R.2    Cortes, D.A.3    Chou, C.S.4
  • 74
    • 33750431014 scopus 로고    scopus 로고
    • N. Jiang, A. Ragauskas, J. Org. Chem. 2006, 71, 7087-7090;
    • m) N. Jiang, A. Ragauskas, J. Org. Chem. 2006, 71, 7087-7090;
  • 76
  • 77
    • 0842265927 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2004, 43, 402-404.
    • (2004) Angew. Chem. Int. Ed , vol.43 , pp. 402-404
  • 82
    • 34948861272 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2007, 46, 7210-7213.
    • (2007) Angew. Chem. Int. Ed , vol.46 , pp. 7210-7213
  • 83
    • 38349025659 scopus 로고    scopus 로고
    • D. Lenoir, Angew. Chem. 2004, 118, 3280-3284;
    • (2004) Angew. Chem , vol.118 , pp. 3280-3284
    • Lenoir, D.1
  • 84
    • 54049127720 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2004, 43, 3206-3210.
    • (2004) Angew. Chem. Int. Ed , vol.43 , pp. 3206-3210
  • 103
    • 0002838062 scopus 로고
    • Ed, J. C. Bailar Jr, McGraw-Hill, New York
    • a) J. R. Morton, H. W. Wilcox, in Inorganic Syntheses, Vol.4 (Ed.: J. C. Bailar Jr.), McGraw-Hill, New York, 1953, pp. 48-52;
    • (1953) Inorganic Syntheses , vol.4 , pp. 48-52
    • Morton, J.R.1    Wilcox, H.W.2
  • 104
    • 85050945514 scopus 로고
    • Ed, W. L. Jolly, McGraw-Hill, New York
    • b) C. T. Ratcliffe, J. M. Shreeve, in Inorganic Syntheses, Vol. 11 (Ed.: W. L. Jolly), McGraw-Hill, New York, 1968, pp. 194-200;
    • (1968) Inorganic Syntheses , vol.11 , pp. 194-200
    • Ratcliffe, C.T.1    Shreeve, J.M.2
  • 109
    • 53849122875 scopus 로고    scopus 로고
    • See the Supporting Information for experimental details and the optimization procedure for the aerobic oxidation
    • See the Supporting Information for experimental details and the optimization procedure for the aerobic oxidation.
  • 115
    • 0037008561 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2002, 41, 2738-2742;
    • (2002) Angew. Chem. Int. Ed , vol.41 , pp. 2738-2742
  • 117
    • 0142119330 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2003, 42, 4700-4703;
    • (2003) Angew. Chem. Int. Ed , vol.42 , pp. 4700-4703
  • 119
    • 3242709955 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2004, 43, 2514-2518;
    • (2004) Angew. Chem. Int. Ed , vol.43 , pp. 2514-2518
  • 121
    • 4544278079 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2004, 43, 4330-4333;
    • (2004) Angew. Chem. Int. Ed , vol.43 , pp. 4330-4333


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.