Vacuum-thermal fragmentation and ring cleavage of 1-(N-substituted-pyrrol-2-yl)-3-tosyltriazene tetraalkylammonium salts to 4-cyano-1-azabuta-1,3-dienes

Journal of the Chemical Society - Perkin Transactions 1

Volumn , Issue 7, 1997, Pages 1003-1004

  Nanni, Daniele ^a   Zanirato, Paolo ^a  

^a UNIVERSITY OF BOLOGNA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33748621744     PISSN: 0300922X     EISSN: None     Source Type: Journal    
DOI: 10.1039/a606957f     Document Type: Article

References (16)

1. P. Spagnolo and P. Zanirato, J. Org. Chem., 1978, 43, 3539;
2. M. Funicello, P. Spagnolo and P. Zanirato, Acta Chem. Scand., 1993, 47, 231 and references cited therein.
3. D. Spinelli and P. Zanirato, J. Chem. Soc., Perkin Trans. 2, 1993, 1129.
4. M. T. Di Gioia, E. Foresti, D. Nanni and P. Zanirato, Gazz. Chim. Ital., 1995, 125, 151.
5. S. Gronowitz and P. Zanirato, J. Chem. Soc., Perkin Trans. 2, 1994, 1815.
6. For information about the chemistry of organic azides (and nitrenes) the reader is referred to the following useful books and reviews; E. F. V. Scriven and K. Turnbull, Chem. Rev., 1988, 88, 297;
7. E. F. V. Scriven, Azides and Nitrenes: Reactivity and Utility, Academic Press, New York, 1984;
8. S. Patai, The Chemistry of the Azido Group, Interscience Publishers, London, 1971.
9. N. Gjøs and S. Gronowitz, Acta Chem. Scand., 1971, 25, 2526.
10. R. H. Smith Jr., B. D. Wladkowski, J. A. Herling, T. D. Pfaltzgraff, B. Pruski, J. R. Klose and C. J. Michejda, J. Org. Chem., 1992, 57, 654;
11. R. H. Smith Jr., B. D. Wladkowski, J. A. Herling, T. D. Pfaltzgraff, J. E. Taylor, E. J. Thompson, B. Pruski, J. R. Klose and C. J. Michejda, J. Org. Chem., 1992, 57, 6448;
12. D. W. Farnsworth, D. A. Wink, N. M. Roscher, C. J. Michejda and R. H. Smith Jr., J. Org. Chem., 1994, 59, 5942.
13. J. Becher and W. Dehaen, Acta Chem. Scand., Ser. B, 1993, 47, 244 and references cited therein.
14. D. L. Boger and S. N. Weinreb, 'Azabutadienes', in Hetero Diels-Alder Methodology in Organic Synthesis, ed. H. H. Wasserman, Academic Press, San Diego, 1987, vol. 47, p. 239.
15. N. J. Sisti, A. I. Motorina, M.-E. T. H. Dau, C. Riche, F. W. Fowler and D. S. Grierson, J. Org. Chem., 1996, 61, 3715.
16. D. A. Shirley, B. H. Gross and P. A. Roussel, J. Org. Chem., 1955, 20, 225.