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The chemistry and synthesis of 1H-indole-2,3-dione (Isatin) and its derivatives

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Identyfikatory
Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
Isatins are synthetically versatile substrates, where they can be used for the synthesis of a large variety of heterocyclic compounds. In this, a convenient method has been developed for the conversion of Indoles into Isatins and some heterocyclic derivative were synthesised such as 5- nitro-1H-indole-2,3-dione, 2-methylquinoline-4-carboxylic acid which may be used as raw material for drug synthesis. The general process utilizes the effective method for synthesis of Isatin from Indole is bromination and oxidation with an N-bromosuccinimide-dimethyl sulfoxide reagent. The nitration of Isatin at C-5 takes place by using KNO3, conc. H2SO4, 2-methylquinoline-4-caboxylic acid are usually obtained from pfitzinger reaction.
Rocznik
Strony
30--36
Opis fizyczny
Bibliogr. 25 poz., rys.
Twórcy
  • Institute of Science, 15, Madam Cama Road, Fort, Mumbai - 400032, Maharashtra, India
  • Institute of Science, 15, Madam Cama Road, Fort, Mumbai - 400032, Maharashtra, India
Bibliografia
  • [1] E. Abele, R. Abele, O. Dzenibs, Chemistry of Hetrocylic Compounds 39 (2003) 1.
  • [2] E. G. Mesropyan, G. B. Ambrtsumyan, A. A. Avetisyan, Russian Journal Org. Chem. 39(8) (2003) 1130.
  • [3] M. N. Zemtsova, P. L. Trakhtenborg, Russian Journal Org. Chem. 38 (2003) 1803.
  • [4] Zh. P. Bespalova, A. E. Lipkin, Khim.-Farm. Zh., 1970, p. 24.
  • [5] R. S. Belen’kaya, A. E. Lipkin,V. M. Ostryakov, Khim.-Farm. Zh., 1972, p. 13.
  • [6] T. Ujiie, Chem. Pharm. Bull. 14 (1966) 461.
  • [7] W. Pfitzinger, J. Prakt. Chem. 33 [2], (1886) 100.
  • [8] R. Elderfield (editor), Heterocyclic Compounds [in Russian], IL, Moscow 1954, Vol. 3, p. 164.
  • [9] R. Elderfield (editor), Heterocyclic Compounds [in Russian], IL, Moscow 1955, Vol. 4, p. 36.
  • [10] Isatin and its Derivatives [in Russian], Shtiintsa, Kishinev 1977, p. 228.
  • [11] F. D. Popp, Adv. Heterocycl. Chem. 18 (1975) 2.
  • [12] Joaquime F. M. da Silva, Simon J .Garden, Angelo C. Pinto, Journal of the Brazilian Chemical Society 12(3) (2001) 273-324.
  • [13] J. Tatsungi, K. Ikuma, Y. Izawa, Tetrahedron Lett. 36 (1995) 8611.
  • [14] J. Tatsungi, K. Ikuma, Y. Izawa, Heterocycles 43 (1966) 7.
  • [15] J. Tatsungi, T. Hara, Y. Izawa, Chem. Let. (1977) 177.
  • [16] J. Xue, Y. Zhang, X-I. Wang, H. K. Fun, J-H. Xu, Org. Lett. 2 (2000) 2538.
  • [17] V. Nair, K. C. Sheela, N. P. Rath, Chem. Lett. (2000) 980.
  • [18] D. A. Klumpp, K. Y. Yeung, G. K. S. Prakash, G. A. Olah, J. Org. Chem. 63 (1998) 4481.
  • [19] P. Hewawasam, M. Erway, Tetrahedron Lett. 39 (1998) 3981.
  • [20] S. J. Garden, J. C. Torres, A. A. Ferreira, R. B. Silva, A. C. Pinto, Tetrahedron Lett. 38 (1977) 1501.
  • [22] J. Tatsungi, Y. Izawa, Synth. Commun. 28 (1988) 859.
  • [23] V. J. Traynelis, W. C. Hergenvother, J. Org. Chem. 29 (1964) 221.
  • [24] V. J. Traynelis, W. C. Hergenvother, J. Org. Chem. Soc. 86 (1964) 298.
  • [25] P. G. Gassmen, Jr. B. W. Cue, T-Y. Luth, J. Org. Chem. 42 (1977) 1344.
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-7a39eda0-85f6-4420-92f9-a64e00ba611c
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