The synthesis and chemistry of azolenines. Part 8. The Paal-Knorr reaction with cyclic 2-(acylmethyl)-2-alkyl-1,3-diketones: Isolation of 1-acyl-1H-pyrroles via rearrangement

Journal of the Chemical Society, Perkin Transactions 1

Volumn , Issue 2, 1988, Pages 161-168

  Maini, Prem Nath ^a   Sammes, Michael P ^a   Katritzky, Alan R ^b  

^a UNIVERSITY OF HONG KONG   (Hong Kong)

^b UNIVERSITY OF FLORIDA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 37049067478     PISSN: 14727781     EISSN: None     Source Type: Journal    
DOI: 10.1039/p19880000161     Document Type: Article

References (24)

1. Part 7, M. W. L. Chung and M. P. Sammes, J. Chem. Res., 1987, (S) 292; (M) 2501.
2. M. P. Sammes, P. N. Maini, and A. R. Katritzky, J. Chem. Soc., Chem. Commun., 1984, 354.
3. K. W. Law, T. F. Lai, M. P. Sammes, A. R. Katritzky, and T. C. W. Mak, J. Chem. Soc., Perkin Trans. 1, 1984, 111.
4. M. P. Sammes and A. R. Katritzky, Adv. Heterocycl. Chem., 1982, 32, 233.
5. K. Nagarajan, J. David, and R. K. Shah, J. Med. Chem., 1976, 19, 508.
6. N. Ono, T. Yoshimura, T. Saito, R. Tamura, R. Tanigaka, and A. Kaji, Bull. Chem. Soc. Jpn., 1979, 52, 1716.
7. D. Rosenthal and K. H. Davis, Jr., J. Chem. Soc. C, 1966, 1973.
8. W. G. Dauben and D. J. Hart, J. Org. Chem., 1977, 42, 3787.
9. P. T. Lansbury, A. K. Serelis, J. E. Hengeveld, and D. G. Hangauer, Jr., Tetrahedron, 1980, 36, 2701.
10. E. Ozola and G. Vanags, Latv. PSR Zinat. Akad. Vestis Kim. Ser., 1967, 437 (Chem. Ahstr., 1968, 68, 95571c).
11. A. Barco, S. Benetti, and G. P. Pollini, Synthesis, 1973, 316.
12. G. F. Hennion and F. X. Quinn, J. Org. Chem., 1970, 35, 3054.
13. H. Sakai and T. Mukai, Chem. Lett., 1981, 1561.
14. B. A. Trofimov, S. E. Korostova, A. I. Mikhaleva, L. N. Sobenina, V. V. Shcherbakov, and M. V. Sigalov, Khim. Geterotsikl Soedin., 1983, 276.
15. K. Maruyama and Y. Kubo, J. Org. Chem., 1981, 46, 3612
16. T. Itahara, J. Chem. Soc., Chem. Commun., 1981, 254.
17. W. Flitsch and U. Neumann, Chem. Ber., 1971, 104, 2170
18. H. McNab, J. Org. Chem., 1981, 46, 2809.
19. A. S. Katner, J. Org. Chem., 1973, 38, 825.
20. H. J. Teuber, E. Worbs, and D. Cornelius, Arch. Pharm. (Weinheim Ger.), 1982, 315, 388.
21. T. Ohnuma, Y. Sekine, and Y. Ban, Tetrahedron Lett., 1979, 2537.
22. T. Ohnuma, M. Tabe, K. Shiiya, and Y. Ban, Tetrahedron Lett., 1983, 24, 4249.
23. P. K. Chiu, K. H. Lui, P. N. Maini, and M. P. Sammes, J. Chem. Soc. Chem. Commun., 1987, 109.
24. W. A. Mosher and R. W. Soeder, J. Org. Chem., 1971, 36, 1561.