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Volumn 18, Issue 7, 2012, Pages 2081-2093

Acid-base-catalysed condensation reaction in water: Isoxazolines and isoxazoles from nitroacetates and dipolarophiles

Author keywords

cycloaddition; homogeneous catalysis; isoxazoles; nitrogen heterocycles; water

Indexed keywords

AMMONIUM SALT; BIOLOGICAL ENVIRONMENTS; CYCLOADDUCTS; DIPOLAROPHILES; H-BONDING; HIGHER YIELD; HOMOGENEOUS CATALYSIS; INDUCTION TIME; ISOXAZOLES; ISOXAZOLINES; KINETIC PROFILES; MOLAR RATIO; NITROGEN HETEROCYCLES; PRESENCE OF WATER; REACTION SEQUENCES; REVERSIBLE ADDITION; STRONG ACIDS; WATER ELIMINATION;

EID: 84856745387     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201102264     Document Type: Article
Times cited : (53)

References (143)
  • 4
    • 84858029807 scopus 로고    scopus 로고
    • (Eds.: R. M. Lynden-Bell, S. C. Morris, J. D. Barrow, J. L. Finney, C. L. Harper), CRC Press, Boca Raton
    • Water and Life (Eds.:, R. M. Lynden-Bell, S. C. Morris, J. D. Barrow, J. L. Finney, C. L. Harper,), CRC Press, Boca Raton, 2010.
    • (2010) Water and Life
  • 7
    • 0004252595 scopus 로고    scopus 로고
    • (Ed.: P. A. Grieco), Springer, London
    • Organic Synthesis in Water (Ed.:, P. A. Grieco,), Springer, London, 1998.
    • (1998) Organic Synthesis in Water
  • 12
    • 20344388819 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 3275-3279
    • (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 3275-3279
  • 14
    • 34247897075 scopus 로고    scopus 로고
    • For an example of a theoretical study of organic catalysis on water, see:, Y. Jung, R. A. Marcus, J. Am. Chem. Soc. 2007, 129, 5492-5502.
    • (2007) J. Am. Chem. Soc. , vol.129 , pp. 5492-5502
    • Jung, Y.1    Marcus, R.A.2
  • 15
    • 64549117824 scopus 로고    scopus 로고
    • For a review about synthesis on water, see:, A. Chanda, V. V. Fokin, Chem. Rev. 2009, 109, 725-748.
    • (2009) Chem. Rev. , vol.109 , pp. 725-748
    • Chanda, A.1    Fokin, V.V.2
  • 18
    • 33750193289 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 6718-6722
    • (2006) Angew. Chem. Int. Ed. , vol.45 , pp. 6718-6722
  • 20
    • 53549118306 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 4162-4166
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 4162-4166
  • 25
    • 33845788846 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 8103-8104.
    • (2006) Angew. Chem. Int. Ed. , vol.45 , pp. 8103-8104
  • 28
    • 34250726521 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2007, 46, 3798-3800.
    • (2007) Angew. Chem. Int. Ed. , vol.46 , pp. 3798-3800
  • 40
    • 70349786439 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2009, 48, 4288-4297.
    • (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 4288-4297
  • 59
  • 61
    • 21244451554 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 4036-4038
    • (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 4036-4038
  • 63
    • 46749120632 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 4335-4338
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 4335-4338
  • 70
    • 34250878441 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2007, 46, 3275-3277.
    • (2007) Angew. Chem. Int. Ed. , vol.46 , pp. 3275-3277
  • 95
    • 0001352454 scopus 로고
    • Phenyl isocyanate, the most popular dehydrating agent, was first used in dry ether:, T. Mukaiyama, T. Hoschino, J. Am. Chem. Soc. 1960, 82, 5339-5342.
    • (1960) J. Am. Chem. Soc. , vol.82 , pp. 5339-5342
    • Mukaiyama, T.1    Hoschino, T.2
  • 98
    • 77953526823 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2010, 49, 2393-2396
    • (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 2393-2396
  • 102
    • 84856695710 scopus 로고
    • (Ed.: D. Klamann, H. Hagemann), Thieme, Stuttgart, Band Eb
    • B. Unterhalt, in Houben-Weyl, Methode der Organischen Chemie (Ed.:, D. Klamann, H. Hagemann,), Thieme, Stuttgart, 1990, Band E 14 b, pp. 387- 391.
    • (1990) Houben-Weyl, Methode der Organischen Chemie , vol.14 , pp. 387-391
    • Unterhalt, B.1
  • 114
    • 70349917806 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2009, 48, 6974-6998
    • (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 6974-6998
  • 115
  • 118
    • 71949087146 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2009, 48, 9658-9662
    • (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 9658-9662
  • 122
    • 60149106725 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2009, 48, 1498-1500.
    • (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 1498-1500
  • 123
  • 135
    • 0043126286 scopus 로고    scopus 로고
    • 13 th ed., Merck Manuals, Whitehouse Station, p
    • The Merck Index, 13 th ed., Merck Manuals, Whitehouse Station, 2001, p 282.
    • (2001) The Merck Index , pp. 282
  • 136
    • 0043126286 scopus 로고    scopus 로고
    • 13 th ed., Merck Manuals, Whitehouse Station, p
    • The Merck Index, 13 th ed., Merck Manuals, Whitehouse Station, 2001, p 7898.
    • (2001) The Merck Index , pp. 7898
  • 137
    • 0043126286 scopus 로고    scopus 로고
    • 13 th ed., Merck Manuals, Whitehouse Station, p reported as practically insoluble in water
    • The Merck Index, 13 th ed., Merck Manuals, Whitehouse Station, 2001, p 282 reported as practically insoluble in water.
    • (2001) The Merck Index , pp. 282
  • 138
    • 0043126286 scopus 로고    scopus 로고
    • 13 th ed., Merck Manuals, Whitehouse Station, p
    • The Merck Index, 13 th ed., Merck Manuals, Whitehouse Station, 2001, p 8942.
    • (2001) The Merck Index , pp. 8942
  • 139
    • 0043126286 scopus 로고    scopus 로고
    • 13 th ed., Merck Manuals, Whitehouse Station, p
    • The Merck Index, 13 th ed., Merck Manuals, Whitehouse Station, 2001, p 9918.
    • (2001) The Merck Index , pp. 9918
  • 143
    • 84856724887 scopus 로고
    • (Abbott Laboratories, Abbott Park III), US patent, 5461067, example 10b
    • 1H NMR for this compound was previously reported with significantly different values. See:, D. W. Norbeck, H. L. Sham, D. J. Kempf, C. Zhao, (Abbott Laboratories, Abbott Park III), US patent, 5461067, 1995, example 10b.
    • (1995)
    • Norbeck, D.W.1    Sham, H.L.2    Kempf, D.J.3    Zhao, C.4


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