The synthesis and chemistry of azolenines. Part 2. A general synthesis of pyrrole-2-carboxylic acid derivatives by the reaction of 2H-azirines with enamines, and the crystal and molecular structure of ethyl 3-phenyl-4,5,6,7- tetrahydroindole-2-carboxylate

Journal of the Chemical Society, Perkin Transactions 1

Volumn , Issue , 1984, Pages 111-118

  Law, Kam Wah ^a   Lai, Ting Fong ^a   Sammes, Michael P ^a   Katritzky, Alan R ^b   Mak, Thomas C W ^c  

^a UNIVERSITY OF HONG KONG   (Hong Kong)

^b UNIVERSITY OF FLORIDA   (United States)

^c CHINESE UNIVERSITY OF HONG KONG   (Hong Kong)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 37049093321     PISSN: 14727781     EISSN: None     Source Type: Journal    
DOI: 10.1039/p19840000111     Document Type: Article

References (34)

1. Part 1 is considered to be, A. R. Katritzky, S. Bravo, J. Marquet, and M. P. Sammes, J. Chem. Soc., Perkin Trans. 1, 1983, 2065.
2. M. P. Sammes and A. R. Katritzky, Adv. Heterocycl. Chem., 1982, 32, 233.
3. N. Gakis, M. Marky, H-J. Hansen, H. Heimgartner, H. Schmid, and W. E. Oberhansli, Helv. Chim. Acta, 1976, 59, 2149
4. U. Gerber, H. Heimgartner, H. Schmid, and W. Heinzel- mann, Helv. Chim. Acta., 1977, 60, 687.
5. A. Padwa and P. H. J. Carlsen, J. Am. Chem. Soc., 1977, 99, 1514
6. A. Padwa and N. Kamigata, J. Am. Chem. Soc., p. 1871.
7. N. Gakis, H. Heimgartner, and H. Schmid, Helv. Chim. Acta, 1974, 57, 1403
8. W. Stegmann, P. Gilgen, H. Heimgartner, and H. Schmid, Helv. Chim. Acta., 1976, 59, 1018
9. U. Widmer, N. Gakis, B. Arnet, H. Heimgartner, and H. Schmid, Chimia, 1976, 30, 453.
10. K. Isomura, M. Okada, and H. Taniguchi, Chem. Lett., 1972, 629.
11. A. Padwa, J. Smolanoff, and A. Tremper, J. Org. Chem., 1976, 41, 543.
12. H. Hemetsberger, I. Spira, and W. Schaenfelder, J. Chem. Res., 1977, (S)247; (M)2701.
13. K. Friedrich, G. Boeck, and H. Fritz, Tetrahedron Lett., 1978, 3327.
14. A. Inada, H. Heimgartner, and H. Schmid, Tetrahedron Lett., 2983.
15. A. Laurent, P. Mison, A. Nafti, and N. Pellissier, Tetrahedron Lett., 1978, 4511
16. A. Laurent, P. Mison, A. Nafti, and N. Pellissier, Tetrahedron, 1979, 35, 2285.
17. A. Padwa and Y. Kulkarni, Tetrahedron Lett., 1979, 107.
18. G. L’abbe, P. Van Stappen, and J-P. Dekerk, J. Chem. Soc., Chem. Commun., 1982, 784.
19. A. Laurent, P. Mison, A. Nafti, and N. Pellissier, Tetrahedron Lett., 1979, 3955.
20. R. Bonnett, M. B. Hursthouse, and S. Neidle, J. Chem. Soc., Perkin Trans. 2, 1972, 902
21. R. Bonnett, M. B. Hursthouse, and S. Neidle, J. Chem. Soc., Perkin Trans., p. 1335.
22. R. B. English, G. McGillivray, and E. Smal, Acta Crystallogr., B36, 1136.
23. A. Kirfel, Acta Crystallogr., 1975, B31, 2494.
24. A. J. Hubert and H. G. Viehe, J. Chem. Soc. C, 1968, 228.
25. T. Nishiwaki, T. Kitmura, and A. Nakano, Tetrahedron, 1970, 26, 453.
26. F. W. Fowler, A. Hassner, and L. A. Levy, J. Am. Chem. Soc., 89, 2077
27. A. Hassner and F. W. Fowler, J. Org. Chem., 33, 2686.
28. G. L’abbe, J-P. Dekerk, and P. Van Stappen, Ball. Soc. Chim. Belg., 1981, 90, 1073.
29. T. Nishiwaki, T. Saito, S. Onomura, and K. Kondo, J. Chem. Soc. C, 1971, 2644.
30. A. Padwa, J. Smolanoff, and A. Tremper, J. Am. Chem. Soc., 1975, 97, 4682.
31. D. J. Anderson and A. Hassner, Synthesis, 1975, 483.
32. P. Main, S. E. Hull, L. Lessinger, G. Germain, J. P. Declercq, and M. M. Woolfson, ‘MULTAN 78, A System of Computer Programs for the Automatic Solution of Crystal Structures,’ Universities of York and Louvain, 1978.
33. ‘International Tables for Y-Ray Crystallography,’ Kynoch Press, Birmingham, 1974, vol. 4, p. 72.
34. R. E. Marsh, ‘CRYM System of Crystallographic Programs,’ California Institute of Technology, 1977.