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Volumn , Issue 7, 1999, Pages 1729-1738

A new access to 2-(alkylamino)- and 2-(arylamino)pyrroles by addition of isocyanides to protonated 1-azabutadienes

Author keywords

1H Pyrroles; Autoxidation; Azabutadienes; Cycloadditions; Isocyanides

Indexed keywords

PYRROLE DERIVATIVE;

EID: 0032797140     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1099-0690(199907)1999:7<1729::AID-EJOC1729>3.0.CO;2-S     Document Type: Article
Times cited : (40)

References (58)
  • 1
    • 0345717630 scopus 로고    scopus 로고
    • Recent reviews: A. Vicek, Jr., Chemtracts: Org. Chem. 1996, 9, 322-326; H. Ogoshi, Y. Kuroda, T. Mizutani, T. Hayashi, Pure Appl. Chem. 1996, 68, 1411-1415.
    • (1996) Chemtracts: Org. Chem. , vol.9 , pp. 322-326
    • Vicek A., Jr.1
  • 3
    • 0001563101 scopus 로고
    • Reviews: B. Franck, A. Nonn, Angew. Chem. 1995, 107, 1941-1957: Angew. Chem. Int. Ed. Engl. 1995, 34, 1795-1811; J. L. Sessler, V. Kral, M. C. Hoehner, K. O. Aileen Chin, R. M. Davila, Pure Appl. Chem. 1996, 68, 1291-1295; A. Jasat, D. Dolphin, Chem. Rev. 1997, 97, 2267-2340.
    • (1995) Angew. Chem. , vol.107 , pp. 1941-1957
    • Franck, B.1    Nonn, A.2
  • 4
    • 33748216387 scopus 로고
    • Reviews: B. Franck, A. Nonn, Angew. Chem. 1995, 107, 1941-1957: Angew. Chem. Int. Ed. Engl. 1995, 34, 1795-1811; J. L. Sessler, V. Kral, M. C. Hoehner, K. O. Aileen Chin, R. M. Davila, Pure Appl. Chem. 1996, 68, 1291-1295; A. Jasat, D. Dolphin, Chem. Rev. 1997, 97, 2267-2340.
    • (1995) Angew. Chem. Int. Ed. Engl. , vol.34 , pp. 1795-1811
  • 5
    • 3042873839 scopus 로고    scopus 로고
    • Reviews: B. Franck, A. Nonn, Angew. Chem. 1995, 107, 1941-1957: Angew. Chem. Int. Ed. Engl. 1995, 34, 1795-1811; J. L. Sessler, V. Kral, M. C. Hoehner, K. O. Aileen Chin, R. M. Davila, Pure Appl. Chem. 1996, 68, 1291-1295; A. Jasat, D. Dolphin, Chem. Rev. 1997, 97, 2267-2340.
    • (1996) Pure Appl. Chem. , vol.68 , pp. 1291-1295
    • Sessler, J.L.1    Kral, V.2    Hoehner, M.C.3    Chin, K.O.A.4    Davila, R.M.5
  • 6
    • 0001299658 scopus 로고    scopus 로고
    • Reviews: B. Franck, A. Nonn, Angew. Chem. 1995, 107, 1941-1957: Angew. Chem. Int. Ed. Engl. 1995, 34, 1795-1811; J. L. Sessler, V. Kral, M. C. Hoehner, K. O. Aileen Chin, R. M. Davila, Pure Appl. Chem. 1996, 68, 1291-1295; A. Jasat, D. Dolphin, Chem. Rev. 1997, 97, 2267-2340.
    • (1997) Chem. Rev. , vol.97 , pp. 2267-2340
    • Jasat, A.1    Dolphin, D.2
  • 7
    • 0030526799 scopus 로고    scopus 로고
    • Recent reviews: P. A. Stuzhin, O. G. Khelevina, Coord. Chem. Rev. 1996, 147, 41-86; F. Fernandez-Lazaro, T. Torres, Chem. Rev. 1998, 98, 563-575.
    • (1996) Coord. Chem. Rev. , vol.147 , pp. 41-86
    • Stuzhin, P.A.1    Khelevina, O.G.2
  • 8
    • 0000228935 scopus 로고    scopus 로고
    • Recent reviews: P. A. Stuzhin, O. G. Khelevina, Coord. Chem. Rev. 1996, 147, 41-86; F. Fernandez-Lazaro, T. Torres, Chem. Rev. 1998, 98, 563-575.
    • (1998) Chem. Rev. , vol.98 , pp. 563-575
    • Fernandez-Lazaro, F.1    Torres, T.2
  • 9
    • 33846334249 scopus 로고    scopus 로고
    • Recent reviews: S. J. Higgins, Chem. Soc. Rev. 1997, 26, 247-257; T. V. Vernitskaya, O. N. Efimov, Russ. Chem. Rev. 1997, 66, 443-457.
    • (1997) Chem. Soc. Rev. , vol.26 , pp. 247-257
    • Higgins, S.J.1
  • 11
    • 0001641981 scopus 로고
    • Reviews of methods for preparing 1 H-pyrroles can be found in: [5a] J. M. Patterson, Synthesis 1976, 281-304.
    • (1976) Synthesis , pp. 281-304
    • Patterson, J.M.1
  • 13
    • 0000833311 scopus 로고
    • The synthesis of 1 H-pyrroles
    • (Ed.: R. A. Jones), J. Wiley, New York, chapter 2
    • [5c] G. P. Bean, The Synthesis of 1 H-Pyrroles in The Chemistry of Heterocyclic Compounds, vol. 48, part 1 (Ed.: R. A. Jones), J. Wiley, New York, 1990, chapter 2, pp. 105-294.
    • (1990) The Chemistry of Heterocyclic Compounds , vol.48 , Issue.PART 1 , pp. 105-294
    • Bean, G.P.1
  • 14
    • 0028085695 scopus 로고
    • See general procedures and references for obtaining 1 H-pyrroles in the following examples: A. Rohrer, R. Ocampo, H. J. Callot, Synthesis 1994, 923-925; B. Oussaid, B. Garrigues, Can. J. Chem. 1994, 72, 2483-2485.
    • (1994) Synthesis , pp. 923-925
    • Rohrer, A.1    Ocampo, R.2    Callot, H.J.3
  • 15
    • 0000240224 scopus 로고
    • See general procedures and references for obtaining 1 H-pyrroles in the following examples: A. Rohrer, R. Ocampo, H. J. Callot, Synthesis 1994, 923-925; B. Oussaid, B. Garrigues, Can. J. Chem. 1994, 72, 2483-2485.
    • (1994) Can. J. Chem. , vol.72 , pp. 2483-2485
    • Oussaid, B.1    Garrigues, B.2
  • 16
    • 0006244325 scopus 로고
    • G. Morel, E. Marchand, A. Foucaud, J. Org. Chem. 1985, 50, 771-778; G. Morel, E. Marchand, A. Foucaud, L. Toupet, J. Org. Chem. 1990, 55, 1721-1727.
    • (1985) J. Org. Chem. , vol.50 , pp. 771-778
    • Morel, G.1    Marchand, E.2    Foucaud, A.3
  • 25
    • 84986457681 scopus 로고
    • H. Wamhoff, B. Wehling, Synthesis 1976, 51; J. A. S. Laks, J. R. Ross, S. M. Bayomi, J. W. Sowell, Sr., Synthesis 1985, 291-293; H. Pichler, G. Folkers, H. J. Roth, K. Eger, Liebigs Ann. Chem. 1986, 1485-1505; J. R. Ross, L. C. Vishwakarma, J. W. Sowell, Sr., J. Heterocycl. Chem. 1987, 24, 661-665 and references therein.
    • (1976) Synthesis , pp. 51
    • Wamhoff, H.1    Wehling, B.2
  • 26
    • 84993912888 scopus 로고
    • H. Wamhoff, B. Wehling, Synthesis 1976, 51; J. A. S. Laks, J. R. Ross, S. M. Bayomi, J. W. Sowell, Sr., Synthesis 1985, 291-293; H. Pichler, G. Folkers, H. J. Roth, K. Eger, Liebigs Ann. Chem. 1986, 1485-1505; J. R. Ross, L. C. Vishwakarma, J. W. Sowell, Sr., J. Heterocycl. Chem. 1987, 24, 661-665 and references therein.
    • (1985) Synthesis , pp. 291-293
    • Laks, J.A.S.1    Ross, J.R.2    Bayomi, S.M.3    Sowell J.W., Sr.4
  • 27
    • 84985264907 scopus 로고
    • H. Wamhoff, B. Wehling, Synthesis 1976, 51; J. A. S. Laks, J. R. Ross, S. M. Bayomi, J. W. Sowell, Sr., Synthesis 1985, 291-293; H. Pichler, G. Folkers, H. J. Roth, K. Eger, Liebigs Ann. Chem. 1986, 1485-1505; J. R. Ross, L. C. Vishwakarma, J. W. Sowell, Sr., J. Heterocycl. Chem. 1987, 24, 661-665 and references therein.
    • (1986) Liebigs Ann. Chem. , pp. 1485-1505
    • Pichler, H.1    Folkers, G.2    Roth, H.J.3    Eger, K.4
  • 28
    • 0023212108 scopus 로고
    • and references therein
    • H. Wamhoff, B. Wehling, Synthesis 1976, 51; J. A. S. Laks, J. R. Ross, S. M. Bayomi, J. W. Sowell, Sr., Synthesis 1985, 291-293; H. Pichler, G. Folkers, H. J. Roth, K. Eger, Liebigs Ann. Chem. 1986, 1485-1505; J. R. Ross, L. C. Vishwakarma, J. W. Sowell, Sr., J. Heterocycl. Chem. 1987, 24, 661-665 and references therein.
    • (1987) J. Heterocycl. Chem. , vol.24 , pp. 661-665
    • Ross, J.R.1    Vishwakarma, L.C.2    Sowell J.W., Sr.3
  • 30
    • 0028329294 scopus 로고
    • and references therein
    • O. A. Attanasi, Z. Liao, A. McKillop, S. Santeusanio, F. Serra-Zanetti, J. Chem. Soc., Perkin Trans. 1 1993, 315-320; O. A. Attanasi, P. Filippone, D. Giovagnoli, A. Mei, Synthesis 1994, 181-184 and references therein.
    • (1994) Synthesis , pp. 181-184
    • Attanasi, O.A.1    Filippone, P.2    Giovagnoli, D.3    Mei, A.4
  • 35
    • 0344854670 scopus 로고
    • T. Kusumoto, T. Hiyama, K. Ogata, Tetrahedron Lett. 1986, 27, 4197-4200; N. Chatani, T. Hanafusa, Tetrahedron Lett. 1986, 27, 4201-4204.
    • (1986) Tetrahedron Lett. , vol.27 , pp. 4201-4204
    • Chatani, N.1    Hanafusa, T.2
  • 36
    • 84956661347 scopus 로고
    • Recent advances in isocyanide chemistry
    • (Eds.: S. Pataï, Z. Rappoport), J. Wiley, New York. chapter 20
    • Reviews: H. M. Walborsky, M. P. Periasamy, Recent Advances in Isocyanide Chemistry in The Chemistry of Triple-Bonded Functional Groups (Eds.: S. Pataï, Z. Rappoport), J. Wiley, New York. 1983, chapter 20, pp. 835-837; I. Ugi, S. Lohberger, R. Karl, The Passerini and Ugi Reactions in Comprehensive Organic Chemistry, vol. 2 (Ed.: B. M. Trost), Pergamon Press, Oxford, 1991, pp. 1083-1109.
    • (1983) The Chemistry of Triple-bonded Functional Groups , pp. 835-837
    • Walborsky, H.M.1    Periasamy, M.P.2
  • 37
    • 0001605801 scopus 로고
    • (Ed.: B. M. Trost), Pergamon Press, Oxford
    • Reviews: H. M. Walborsky, M. P. Periasamy, Recent Advances in Isocyanide Chemistry in The Chemistry of Triple-Bonded Functional Groups (Eds.: S. Pataï, Z. Rappoport), J. Wiley, New York. 1983, chapter 20, pp. 835-837; I. Ugi, S. Lohberger, R. Karl, The Passerini and Ugi Reactions in Comprehensive Organic Chemistry, vol. 2 (Ed.: B. M. Trost), Pergamon Press, Oxford, 1991, pp. 1083-1109.
    • (1991) The Passerini and Ugi Reactions in Comprehensive Organic Chemistry , vol.2 , pp. 1083-1109
    • Ugi, I.1    Lohberger, S.2    Karl, R.3
  • 54
    • 0345717623 scopus 로고
    • (Eds.: A. T. Blomquist, H. Wasserman), Academic Press, New York
    • J. B. Stothers, Carbon-13 NMR Spectroscopy (Eds.: A. T. Blomquist, H. Wasserman), Academic Press, New York, 1972, pp. 253 and 343.
    • (1972) Carbon-13 NMR Spectroscopy , pp. 253
    • Stothers, J.B.1
  • 56
    • 84981912189 scopus 로고
    • W. P. Weber, G. W. Gokel, I. K. Ugi, Angew. Chem. 1972, 84, 587-588; Angew. Chem. Int. Ed. Engl. 1972, 11, 530-531.
    • (1972) Angew. Chem. Int. Ed. Engl. , vol.11 , pp. 530-531


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