Synthesis of pyrrolizin-3-ones by flash vacuum pyrolysis of pyrrol-2-ylmethylidene Meldrum's acid derivatives and 3-(pyrrol-2-yl)propenoic esters

Journal of the Chemical Society - Perkin Transactions 1

Volumn , Issue 15, 1997, Pages 2195-2202

  Campbell, Shirley E ^a   Comer, Murray C ^a   Derbyshire, Paul A ^a   Despinoy, Xavier L M ^a   McNab, Hamish ^a   Morrison, Roderick ^a   Sommerville, Craig C ^a   Thornley, Craig ^a  

^a UNIVERSITY OF EDINBURGH   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33748623420     PISSN: 0300922X     EISSN: None     Source Type: Journal    
DOI: 10.1039/a701749i     Document Type: Article

References (38)

1. H. McNab, J. Org. Chem., 1981, 46, 2809.
2. A. J. Blake, H. McNab and R. Morrison, J. Chem. Soc., Perkin Trans. 1, 1988, 2145.
3. H. McNab, J. Chem. Soc., Perkin Trans. 1, 1987, 653.
4. H. McNab, J. Chem. Soc., Perkin Trans. 1, 1987, 657.
5. H. McNab and C. Thornley, Heterocycles, 1994, 37, 1977.
6. H. McNab and C. Thornley, J. Chem. Soc., Chem. Commun., 1993, 1570.
7. H. McNab and C. Thornley, J. Chem. Soc., Perkin Trans. 1, 1997, following paper.
8. H. McNab and I. Stobie, J. Chem. Soc., Perkin Trans. 1, 1982, 1845 and references cited therein.
9. F. Bellamy, P. Martz and J. Streith, Heterocycles, 1975, 3, 295.
10. F. Bellamy and J. Streith, J. Chem. Res., (S), 1979, 18;
11. F. Bellamy and J. Streith, J. Chem. Res., (M), 1979, 0101.
12. F. Bellamy, J. Streith and H. Fritz, Nouv. J. Chim., 1979, 3, 115.
13. W. A. M. Davies, A. R. Pinder and I. G. Morris, Tetrahedron, 1962, 18, 405.
14. G. J. Baxter and R. F. C. Brown, Aust. J. Chem., 1975, 28, 1551.
15. P. A. Derbyshire, G. A. Hunter, H. McNab and L. C. Monahan, J. Chem. Soc., Perkin Trans. 1, 1993, 2017.
16. J. W. Cornforth and M. E. Forth, J. Chem. Soc., 1958, 1091.
17. C. L. Hickson and H. McNab, J. Chem. Soc., Perkin Trans. 1, 1988, 339.
18. A. J. Blake, H. McNab and L. C. Monahan, J. Chem. Soc., Perkin Trans. 2, 1991, 2003.
19. R. F. C. Brown and F. W. Eastwood, in Chemistry of Ketenes, Allenes and Related Compounds, Part 2, ed. S. Patai, Wiley-Interscience, Chichester, 1980, p. 757.
20. D. W. M. Benzies, P. M. Fresneda, R. A. Jones and H. McNab, J. Chem. Soc., Perkin Trans. 1, 1986, 1651.
21. For example, A. Maujean, G. Marcy and J. Chuche, J. Chem. Soc., Chem. Commun., 1980, 92.
22. Y. Badar, W. J. S. Lockley, T. P. Toube, B. C. L. Weedon and L. R. G. Valadon, J. Chem. Soc., Perkin Trans. 1, 1973, 1416.
23. F. R. Ahmed and T. P Toube, J. Chem. Res., (S), 1986, 440;
24. F. R. Ahmed and T. P Toube, J. Chem. Res., (M), 1986, 3601.
25. C. L. Hickson and H. McNab, J. Chem. Res., (S), 1989, 176.
26. R. Neidlein and G. Jeromin, J. Chem. Res., (S), 1980, 223;
27. R. Neidlein and G. Jeromin, J. Chem. Res., (M), 1980, 3090.
28. G. A. Cartwright and H. McNab, unpublished work.
29. E. Buchta and F. Andrée, Chem. Ber., 1959, 92, 3111.
30. W. Flitsch, B. Müter and U. Wolf, Chem. Ber., 1973, 106, 1993.
31. G. S. Coumbarides, J. M. Mercy and T. P. Toube, J. Chem. Res., (S), 1990, 151.
32. E. Bisagni, J. P. Marquet and J. Andre-Louisfert, Bull. Soc. Chim. Fr., 1968, 637.
33. D. M. Bailey, R. E. Johnson and N. F. Albertson, Org. Synth., Coll. Vol. 6, 1988, 618.
34. W. A. M. Davies, A. R. Pinder and I. G. Morris, Tetrahedron, 1962, 18, 405.
35. P. Fournari, M. Farnier and C. Fournier, Bull. Soc. Chim. Fr., 1972, 283.
36. For example, W. Hinz, R. A. Jones, S. U. Patel and M.-H. Karatza, Tetrahedron, 1986, 42, 3753.
37. W. Flitsch and U. Neumann, Chem. Ber., 1971, 104, 2170.
38. H. McNab, J. Chem. Soc., Perkin Trans. 1, 1983, 1203.