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Volumn , Issue 5, 2003, Pages 732-734

Indium-mediated domino reaction of nitroarenes with 2,3-dihydrofuran in water: An efficient synthesis of 1,2,3,4-tetrahydroquinoline derivatives

Author keywords

Aqueous; Indium; Nitroarene; Tetrahydroquinoline

Indexed keywords

1,2,3,4 TETRAHYDROQUINOLINE DERIVATIVE; AROMATIC NITRO COMPOUND; FURAN DERIVATIVE; INDIUM; WATER;

EID: 0037267173     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (23)

References (48)
  • 6
    • 0013118297 scopus 로고    scopus 로고
    • U. S. Pat. US 4843082, 1989
    • (f) Biller, S. A.; Misra, R. N. U. S. Pat. US 4843082, 1989.
    • Biller, S.A.1    Misra, R.N.2
  • 7
    • 0000789771 scopus 로고
    • (g) Mohamed, E. A. Chem. Pap. 1994, 48, 261; Chem. Abstr;. 1995, 123, 9315.
    • (1994) Chem. Pap. , vol.48 , pp. 261
    • Mohamed, E.A.1
  • 8
    • 34547409821 scopus 로고
    • (g) Mohamed, E. A. Chem. Pap. 1994, 48, 261; Chem. Abstr;. 1995, 123, 9315.
    • (1995) Chem. Abstr. , vol.123 , pp. 9315
  • 18
    • 0000621458 scopus 로고    scopus 로고
    • PCT Int. Appl. WO 9827093, 1998
    • (b) Mendoza, J. S. PCT Int. Appl. WO 9827093, 1998; Chem. Abstr. 1998, 129, 95393.
    • (1998) Chem. Abstr. , vol.129 , pp. 95393
    • Mendoza, J.S.1
  • 28
    • 0033076138 scopus 로고    scopus 로고
    • (e) For reviews on Lewis acid catalyzed organic reactions in protic solvents see: Xie, W.; Jin, Y.; Wang, P. G. Chemtech. 1999, 29, 23.
    • (1999) Chemtech. , vol.29 , pp. 23
    • Xie, W.1    Jin, Y.2    Wang, P.G.3
  • 33
    • 0001275138 scopus 로고    scopus 로고
    • For reviews on synthetic applications of indium and indium reagents see: (a) Chan, T. H. Pure Appl. Chem. 1996, 68, 919. (b) Li, C. J.; Chan, T. H. Tetrahedron 1999, 55, 11149. (c) Cintas, P. Synlett 1995, 1087. (d) Hashmi, A. S. K. J. Prakt. Chem. 1998, 340, 84. (e) Paquette, L. A. In Green Chemistry: Frontiers in Benign Chemical Syntheses and Processes; Anastas, P. A.; Williamson, T. C., Eds.; Oxford University Press: Oxford, 1998. (f) Ranu, B. C. Eur. J. Org. Chem. 2000, 2347. (g) Chauhan, K. K.; Frost, C. G. J. Chem. Soc., Perkin Trans. 1 2000, 3015. (h) Pae, A. N.; Cho, Y. S. Curr. Org. Chem. 2002, 6, 715. (i) Laine, D. Synlett 1999, 1331. (j) Li, C. J.; Chan, T. H. Organic Reactions in Aqueous Media; John Wiley & Sons: New York, 1997.
    • (1996) Pure Appl. Chem. , vol.68 , pp. 919
    • Chan, T.H.1
  • 34
    • 0033543497 scopus 로고    scopus 로고
    • For reviews on synthetic applications of indium and indium reagents see: (a) Chan, T. H. Pure Appl. Chem. 1996, 68, 919. (b) Li, C. J.; Chan, T. H. Tetrahedron 1999, 55, 11149. (c) Cintas, P. Synlett 1995, 1087. (d) Hashmi, A. S. K. J. Prakt. Chem. 1998, 340, 84. (e) Paquette, L. A. In Green Chemistry: Frontiers in Benign Chemical Syntheses and Processes; Anastas, P. A.; Williamson, T. C., Eds.; Oxford University Press: Oxford, 1998. (f) Ranu, B. C. Eur. J. Org. Chem. 2000, 2347. (g) Chauhan, K. K.; Frost, C. G. J. Chem. Soc., Perkin Trans. 1 2000, 3015. (h) Pae, A. N.; Cho, Y. S. Curr. Org. Chem. 2002, 6, 715. (i) Laine, D. Synlett 1999, 1331. (j) Li, C. J.; Chan, T. H. Organic Reactions in Aqueous Media; John Wiley & Sons: New York, 1997.
    • (1999) Tetrahedron , vol.55 , pp. 11149
    • Li, C.J.1    Chan, T.H.2
  • 35
    • 0037571395 scopus 로고
    • For reviews on synthetic applications of indium and indium reagents see: (a) Chan, T. H. Pure Appl. Chem. 1996, 68, 919. (b) Li, C. J.; Chan, T. H. Tetrahedron 1999, 55, 11149. (c) Cintas, P. Synlett 1995, 1087. (d) Hashmi, A. S. K. J. Prakt. Chem. 1998, 340, 84. (e) Paquette, L. A. In Green Chemistry: Frontiers in Benign Chemical Syntheses and Processes; Anastas, P. A.; Williamson, T. C., Eds.; Oxford University Press: Oxford, 1998. (f) Ranu, B. C. Eur. J. Org. Chem. 2000, 2347. (g) Chauhan, K. K.; Frost, C. G. J. Chem. Soc., Perkin Trans. 1 2000, 3015. (h) Pae, A. N.; Cho, Y. S. Curr. Org. Chem. 2002, 6, 715. (i) Laine, D. Synlett 1999, 1331. (j) Li, C. J.; Chan, T. H. Organic Reactions in Aqueous Media; John Wiley & Sons: New York, 1997.
    • (1995) Synlett , pp. 1087
    • Cintas, P.1
  • 36
    • 0002871211 scopus 로고    scopus 로고
    • For reviews on synthetic applications of indium and indium reagents see: (a) Chan, T. H. Pure Appl. Chem. 1996, 68, 919. (b) Li, C. J.; Chan, T. H. Tetrahedron 1999, 55, 11149. (c) Cintas, P. Synlett 1995, 1087. (d) Hashmi, A. S. K. J. Prakt. Chem. 1998, 340, 84. (e) Paquette, L. A. In Green Chemistry: Frontiers in Benign Chemical Syntheses and Processes; Anastas, P. A.; Williamson, T. C., Eds.; Oxford University Press: Oxford, 1998. (f) Ranu, B. C. Eur. J. Org. Chem. 2000, 2347. (g) Chauhan, K. K.; Frost, C. G. J. Chem. Soc., Perkin Trans. 1 2000, 3015. (h) Pae, A. N.; Cho, Y. S. Curr. Org. Chem. 2002, 6, 715. (i) Laine, D. Synlett 1999, 1331. (j) Li, C. J.; Chan, T. H. Organic Reactions in Aqueous Media; John Wiley & Sons: New York, 1997.
    • (1998) J. Prakt. Chem. , vol.340 , pp. 84
    • Hashmi, A.S.K.1
  • 37
    • 0003768632 scopus 로고    scopus 로고
    • Anastas, P. A.; Williamson, T. C., Eds.; Oxford University Press: Oxford
    • For reviews on synthetic applications of indium and indium reagents see: (a) Chan, T. H. Pure Appl. Chem. 1996, 68, 919. (b) Li, C. J.; Chan, T. H. Tetrahedron 1999, 55, 11149. (c) Cintas, P. Synlett 1995, 1087. (d) Hashmi, A. S. K. J. Prakt. Chem. 1998, 340, 84. (e) Paquette, L. A. In Green Chemistry: Frontiers in Benign Chemical Syntheses and Processes; Anastas, P. A.; Williamson, T. C., Eds.; Oxford University Press: Oxford, 1998. (f) Ranu, B. C. Eur. J. Org. Chem. 2000, 2347. (g) Chauhan, K. K.; Frost, C. G. J. Chem. Soc., Perkin Trans. 1 2000, 3015. (h) Pae, A. N.; Cho, Y. S. Curr. Org. Chem. 2002, 6, 715. (i) Laine, D. Synlett 1999, 1331. (j) Li, C. J.; Chan, T. H. Organic Reactions in Aqueous Media; John Wiley & Sons: New York, 1997.
    • (1998) Green Chemistry: Frontiers in Benign Chemical Syntheses and Processes
    • Paquette, L.A.1
  • 38
    • 0033928629 scopus 로고    scopus 로고
    • For reviews on synthetic applications of indium and indium reagents see: (a) Chan, T. H. Pure Appl. Chem. 1996, 68, 919. (b) Li, C. J.; Chan, T. H. Tetrahedron 1999, 55, 11149. (c) Cintas, P. Synlett 1995, 1087. (d) Hashmi, A. S. K. J. Prakt. Chem. 1998, 340, 84. (e) Paquette, L. A. In Green Chemistry: Frontiers in Benign Chemical Syntheses and Processes; Anastas, P. A.; Williamson, T. C., Eds.; Oxford University Press: Oxford, 1998. (f) Ranu, B. C. Eur. J. Org. Chem. 2000, 2347. (g) Chauhan, K. K.; Frost, C. G. J. Chem. Soc., Perkin Trans. 1 2000, 3015. (h) Pae, A. N.; Cho, Y. S. Curr. Org. Chem. 2002, 6, 715. (i) Laine, D. Synlett 1999, 1331. (j) Li, C. J.; Chan, T. H. Organic Reactions in Aqueous Media; John Wiley & Sons: New York, 1997.
    • (2000) Eur. J. Org. Chem. , pp. 2347
    • Ranu, B.C.1
  • 39
    • 0034699699 scopus 로고    scopus 로고
    • For reviews on synthetic applications of indium and indium reagents see: (a) Chan, T. H. Pure Appl. Chem. 1996, 68, 919. (b) Li, C. J.; Chan, T. H. Tetrahedron 1999, 55, 11149. (c) Cintas, P. Synlett 1995, 1087. (d) Hashmi, A. S. K. J. Prakt. Chem. 1998, 340, 84. (e) Paquette, L. A. In Green Chemistry: Frontiers in Benign Chemical Syntheses and Processes; Anastas, P. A.; Williamson, T. C., Eds.; Oxford University Press: Oxford, 1998. (f) Ranu, B. C. Eur. J. Org. Chem. 2000, 2347. (g) Chauhan, K. K.; Frost, C. G. J. Chem. Soc., Perkin Trans. 1 2000, 3015. (h) Pae, A. N.; Cho, Y. S. Curr. Org. Chem. 2002, 6, 715. (i) Laine, D. Synlett 1999, 1331. (j) Li, C. J.; Chan, T. H. Organic Reactions in Aqueous Media; John Wiley & Sons: New York, 1997.
    • (2000) J. Chem. Soc., Perkin Trans. 1 , pp. 3015
    • Chauhan, K.K.1    Frost, C.G.2
  • 40
    • 0036072177 scopus 로고    scopus 로고
    • For reviews on synthetic applications of indium and indium reagents see: (a) Chan, T. H. Pure Appl. Chem. 1996, 68, 919. (b) Li, C. J.; Chan, T. H. Tetrahedron 1999, 55, 11149. (c) Cintas, P. Synlett 1995, 1087. (d) Hashmi, A. S. K. J. Prakt. Chem. 1998, 340, 84. (e) Paquette, L. A. In Green Chemistry: Frontiers in Benign Chemical Syntheses and Processes; Anastas, P. A.; Williamson, T. C., Eds.; Oxford University Press: Oxford, 1998. (f) Ranu, B. C. Eur. J. Org. Chem. 2000, 2347. (g) Chauhan, K. K.; Frost, C. G. J. Chem. Soc., Perkin Trans. 1 2000, 3015. (h) Pae, A. N.; Cho, Y. S. Curr. Org. Chem. 2002, 6, 715. (i) Laine, D. Synlett 1999, 1331. (j) Li, C. J.; Chan, T. H. Organic Reactions in Aqueous Media; John Wiley & Sons: New York, 1997.
    • (2002) Curr. Org. Chem. , vol.6 , pp. 715
    • Pae, A.N.1    Cho, Y.S.2
  • 41
    • 0345035470 scopus 로고    scopus 로고
    • For reviews on synthetic applications of indium and indium reagents see: (a) Chan, T. H. Pure Appl. Chem. 1996, 68, 919. (b) Li, C. J.; Chan, T. H. Tetrahedron 1999, 55, 11149. (c) Cintas, P. Synlett 1995, 1087. (d) Hashmi, A. S. K. J. Prakt. Chem. 1998, 340, 84. (e) Paquette, L. A. In Green Chemistry: Frontiers in Benign Chemical Syntheses and Processes; Anastas, P. A.; Williamson, T. C., Eds.; Oxford University Press: Oxford, 1998. (f) Ranu, B. C. Eur. J. Org. Chem. 2000, 2347. (g) Chauhan, K. K.; Frost, C. G. J. Chem. Soc., Perkin Trans. 1 2000, 3015. (h) Pae, A. N.; Cho, Y. S. Curr. Org. Chem. 2002, 6, 715. (i) Laine, D. Synlett 1999, 1331. (j) Li, C. J.; Chan, T. H. Organic Reactions in Aqueous Media; John Wiley & Sons: New York, 1997.
    • (1999) Synlett , pp. 1331
    • Laine, D.1
  • 42
    • 0003602022 scopus 로고    scopus 로고
    • John Wiley & Sons: New York
    • For reviews on synthetic applications of indium and indium reagents see: (a) Chan, T. H. Pure Appl. Chem. 1996, 68, 919. (b) Li, C. J.; Chan, T. H. Tetrahedron 1999, 55, 11149. (c) Cintas, P. Synlett 1995, 1087. (d) Hashmi, A. S. K. J. Prakt. Chem. 1998, 340, 84. (e) Paquette, L. A. In Green Chemistry: Frontiers in Benign Chemical Syntheses and Processes; Anastas, P. A.; Williamson, T. C., Eds.; Oxford University Press: Oxford, 1998. (f) Ranu, B. C. Eur. J. Org. Chem. 2000, 2347. (g) Chauhan, K. K.; Frost, C. G. J. Chem. Soc., Perkin Trans. 1 2000, 3015. (h) Pae, A. N.; Cho, Y. S. Curr. Org. Chem. 2002, 6, 715. (i) Laine, D. Synlett 1999, 1331. (j) Li, C. J.; Chan, T. H. Organic Reactions in Aqueous Media; John Wiley & Sons: New York, 1997.
    • (1997) Organic Reactions in Aqueous Media
    • Li, C.J.1    Chan, T.H.2
  • 43
    • 0034742834 scopus 로고    scopus 로고
    • For leading references see: (a) Pitts, M. R.; Harrison, J. R.; Moody, C. J. J. Chem. Soc., Perkin Trans. 1 2001, 955. (b) Yoo, B. W.; Lee, S. J.; Yoo, B. S.; Choi, K. I.; Kim, J. H. Synth. Commun. 2002, 32, 2489. (c) Kamal, A.; Reddy, G. S. K.; Reddy, K. L. Tetrahedron Lett. 2001, 42, 6969. (d) Banik, B. K.; Suhendra, M.; Banik, I.; Becker, F. F. Synth. Commun. 2000, 30, 3745. (e) Kim, B. H.; Jin, Y.; Jun, Y. M.; Han, R.; Baik, W.; Lee, B. M. Tetrahedron Lett. 2000, 41, 2137.
    • (2001) J. Chem. Soc., Perkin Trans. 1 , pp. 955
    • Pitts, M.R.1    Harrison, J.R.2    Moody, C.J.3
  • 44
    • 0036327779 scopus 로고    scopus 로고
    • For leading references see: (a) Pitts, M. R.; Harrison, J. R.; Moody, C. J. J. Chem. Soc., Perkin Trans. 1 2001, 955. (b) Yoo, B. W.; Lee, S. J.; Yoo, B. S.; Choi, K. I.; Kim, J. H. Synth. Commun. 2002, 32, 2489. (c) Kamal, A.; Reddy, G. S. K.; Reddy, K. L. Tetrahedron Lett. 2001, 42, 6969. (d) Banik, B. K.; Suhendra, M.; Banik, I.; Becker, F. F. Synth. Commun. 2000, 30, 3745. (e) Kim, B. H.; Jin, Y.; Jun, Y. M.; Han, R.; Baik, W.; Lee, B. M. Tetrahedron Lett. 2000, 41, 2137.
    • (2002) Synth. Commun. , vol.32 , pp. 2489
    • Yoo, B.W.1    Lee, S.J.2    Yoo, B.S.3    Choi, K.I.4    Kim, J.H.5
  • 45
    • 0035944194 scopus 로고    scopus 로고
    • For leading references see: (a) Pitts, M. R.; Harrison, J. R.; Moody, C. J. J. Chem. Soc., Perkin Trans. 1 2001, 955. (b) Yoo, B. W.; Lee, S. J.; Yoo, B. S.; Choi, K. I.; Kim, J. H. Synth. Commun. 2002, 32, 2489. (c) Kamal, A.; Reddy, G. S. K.; Reddy, K. L. Tetrahedron Lett. 2001, 42, 6969. (d) Banik, B. K.; Suhendra, M.; Banik, I.; Becker, F. F. Synth. Commun. 2000, 30, 3745. (e) Kim, B. H.; Jin, Y.; Jun, Y. M.; Han, R.; Baik, W.; Lee, B. M. Tetrahedron Lett. 2000, 41, 2137.
    • (2001) Tetrahedron Lett. , vol.42 , pp. 6969
    • Kamal, A.1    Reddy, G.S.K.2    Reddy, K.L.3
  • 46
    • 0033806181 scopus 로고    scopus 로고
    • For leading references see: (a) Pitts, M. R.; Harrison, J. R.; Moody, C. J. J. Chem. Soc., Perkin Trans. 1 2001, 955. (b) Yoo, B. W.; Lee, S. J.; Yoo, B. S.; Choi, K. I.; Kim, J. H. Synth. Commun. 2002, 32, 2489. (c) Kamal, A.; Reddy, G. S. K.; Reddy, K. L. Tetrahedron Lett. 2001, 42, 6969. (d) Banik, B. K.; Suhendra, M.; Banik, I.; Becker, F. F. Synth. Commun. 2000, 30, 3745. (e) Kim, B. H.; Jin, Y.; Jun, Y. M.; Han, R.; Baik, W.; Lee, B. M. Tetrahedron Lett. 2000, 41, 2137.
    • (2000) Synth. Commun. , vol.30 , pp. 3745
    • Banik, B.K.1    Suhendra, M.2    Banik, I.3    Becker, F.F.4
  • 47
    • 0000919125 scopus 로고    scopus 로고
    • For leading references see: (a) Pitts, M. R.; Harrison, J. R.; Moody, C. J. J. Chem. Soc., Perkin Trans. 1 2001, 955. (b) Yoo, B. W.; Lee, S. J.; Yoo, B. S.; Choi, K. I.; Kim, J. H. Synth. Commun. 2002, 32, 2489. (c) Kamal, A.; Reddy, G. S. K.; Reddy, K. L. Tetrahedron Lett. 2001, 42, 6969. (d) Banik, B. K.; Suhendra, M.; Banik, I.; Becker, F. F. Synth. Commun. 2000, 30, 3745. (e) Kim, B. H.; Jin, Y.; Jun, Y. M.; Han, R.; Baik, W.; Lee, B. M. Tetrahedron Lett. 2000, 41, 2137.
    • (2000) Tetrahedron Lett. , vol.41 , pp. 2137
    • Kim, B.H.1    Jin, Y.2    Jun, Y.M.3    Han, R.4    Baik, W.5    Lee, B.M.6


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