Synthesis of 1H- and 5H-1,3-diazepines from azido- and tetrazolo-pyridines

Chemical Communications

Volumn , Issue 7, 1996, Pages 813-814

  Reisinger, Ales ^a   Wentrup, Curt ^a  

^a UNIVERSITY OF QUEENSLAND   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 1542581532     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/cc9960000813     Document Type: Article

References (12)

1. J. T. Sharp, Comprehensive Heterocyclic Chemistry, ed. A. R. Katritzky and C. W. Rees, Pergamon, Oxford, 1984, vol. 7, pp. 593-651; B. A. Bunin and J. A. Ellman, J. Am. Chem. Soc., 1992, 114, 10997 and reference 3 therein.
2. J. T. Sharp, Comprehensive Heterocyclic Chemistry, ed. A. R. Katritzky and C. W. Rees, Pergamon, Oxford, 1984, vol. 7, pp. 593-651; B. A. Bunin and J. A. Ellman, J. Am. Chem. Soc., 1992, 114, 10997 and reference 3 therein.
3. J. Kurita, H. Kojima, M. Enkaku and T. Tsuchiya, Chem. Pharm. Bull., 1981, 29, 3696; H. Sawanishi, K. Tajima and T. Tsuchiya, Chem. Pharm. Bull., 1987, 35, 4101; H. Sawanishi and T. Tsuchiya, J. Chem. Soc., Chem. Commun., 1990, 723; P. Molina, A. Arques, A. Alias, M. Foces-Foces and A. L. Llamas-Saiz, J. Chem. Soc., Chem. Commun., 1992, 424.
4. J. Kurita, H. Kojima, M. Enkaku and T. Tsuchiya, Chem. Pharm. Bull., 1981, 29, 3696; H. Sawanishi, K. Tajima and T. Tsuchiya, Chem. Pharm. Bull., 1987, 35, 4101; H. Sawanishi and T. Tsuchiya, J. Chem. Soc., Chem. Commun., 1990, 723; P. Molina, A. Arques, A. Alias, M. Foces-Foces and A. L. Llamas-Saiz, J. Chem. Soc., Chem. Commun., 1992, 424.
5. J. Kurita, H. Kojima, M. Enkaku and T. Tsuchiya, Chem. Pharm. Bull., 1981, 29, 3696; H. Sawanishi, K. Tajima and T. Tsuchiya, Chem. Pharm. Bull., 1987, 35, 4101; H. Sawanishi and T. Tsuchiya, J. Chem. Soc., Chem. Commun., 1990, 723; P. Molina, A. Arques, A. Alias, M. Foces-Foces and A. L. Llamas-Saiz, J. Chem. Soc., Chem. Commun., 1992, 424.
6. J. Kurita, H. Kojima, M. Enkaku and T. Tsuchiya, Chem. Pharm. Bull., 1981, 29, 3696; H. Sawanishi, K. Tajima and T. Tsuchiya, Chem. Pharm. Bull., 1987, 35, 4101; H. Sawanishi and T. Tsuchiya, J. Chem. Soc., Chem. Commun., 1990, 723; P. Molina, A. Arques, A. Alias, M. Foces-Foces and A. L. Llamas-Saiz, J. Chem. Soc., Chem. Commun., 1992, 424.
7. Organofluorine Chemistry: Principles and Commercial Applications, ed. R. E. Banks, B. E. Smart and J. C. Tatlow, Plenum, New York, 1994.
8. R. A. Evans and C. Wentrup, J. Chem. Soc., Chem. Commun., 1992, 1062; R. A Evans, M. W. Wong and C. Wentrup, J. Am. Chem. Soc., 1996, 118, in the press.
9. R. A. Evans and C. Wentrup, J. Chem. Soc., Chem. Commun., 1992, 1062; R. A Evans, M. W. Wong and C. Wentrup, J. Am. Chem. Soc., 1996, 118, in the press.
10. For relevant NMR data on 1H-, 2H- and 3H-azepine see: E. Vogel, H.-J. Altenbach, J.-M. Drossard, H. Schmickler and H. Stegelmeier, Angew. Chem., Int. Ed. Engl., 1980, 19, 1016; D. Hamprecht, K. Polborn and W. Steglich, Angew. Chem., Int. Ed. Engl., 1995, 34, 1469; C. M. Daly, B. Iddon, H. Suschitzky, U. Jordis and F. Sauter, J. Chem. Soc., Perkin Trans. 1, 1988, 1933.
11. For relevant NMR data on 1H-, 2H- and 3H-azepine see: E. Vogel, H.-J. Altenbach, J.-M. Drossard, H. Schmickler and H. Stegelmeier, Angew. Chem., Int. Ed. Engl., 1980, 19, 1016; D. Hamprecht, K. Polborn and W. Steglich, Angew. Chem., Int. Ed. Engl., 1995, 34, 1469; C. M. Daly, B. Iddon, H. Suschitzky, U. Jordis and F. Sauter, J. Chem. Soc., Perkin Trans. 1, 1988, 1933.
12. For relevant NMR data on 1H-, 2H- and 3H-azepine see: E. Vogel, H.-J. Altenbach, J.-M. Drossard, H. Schmickler and H. Stegelmeier, Angew. Chem., Int. Ed. Engl., 1980, 19, 1016; D. Hamprecht, K. Polborn and W. Steglich, Angew. Chem., Int. Ed. Engl., 1995, 34, 1469; C. M. Daly, B. Iddon, H. Suschitzky, U. Jordis and F. Sauter, J. Chem. Soc., Perkin Trans. 1, 1988, 1933.