Scope and limitation of the reactions of phenanthrene-9,10-quinone monoxime with phosphorus ylides

Heterocyclic Communications

Volumn 3, Issue 1, 1997, Pages 57-64

  Abdou, Wafaa M ^a   Ganoub, Neven A F ^a   Mohamed, Abeer A ^a  

^a NATIONAL RESEARCH CENTRE   (Egypt)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0002431697     PISSN: 07930283     EISSN: None     Source Type: Journal    
DOI: 10.1515/HC.1997.3.1.57     Document Type: Article

References (40)

1. D. E. Maryanoff, A. B. Reitz. Chem. Rev. 82, 863 (1989)
2. J. I. G. Cadogan, Organophosphorus Reagents in Organic Synthesis, London, Academic Press, 1979
3. A. W. Johnson, Ylide Chemistry, New York, Academic Press, 1966
4. (a) D. N. Nicolaides, D. A. Lefkaditis, P. S. Lianis, K. E. Litinas. J. Chem. Soc. Perkin Trans. 1. 2329 (1989).
5. (b) D. N. Nicolaides, S. G. Adamopoulos, D. A. Lefkaditis, K. E. Litinas, J. Chem. Soc. Perkin Trans. 1. 2127 (1990)
6. K. Faber, H. Stückler, T. Kappe, J. Heterocyclic Chem. 21, 1177 (1984)
7. a) G. Papageorgion, D. Nicolaides, J. S. Stephanatou, Leibigs Ann. Chem. 397 (1989)
8. b) M. von Strantmann, M. P. Cohen, C. Puchalski, J. Shavel, Jr. J. Org. Chem. 33., 4306 (1968)
9. E. E. Schweïzer, C. M. Kopay, J. Org. Chem. 37, 1561 (1972)
10. M. R. Mahran, W. M. Abdou, N. A. F. Ganoub, Phosphorus and Sulfur 39, 51 (1989)
11. a) W. M. Abdou, N. A. F. Ganoub, Heteroatom. Chem. 3. 133 (1992)
12. (b) W. M. Abdou, N. A. F. Ganoub, M. R. Mahran, Phosphorus. Sulfur and Silicon 66, 79 (1992)
13. (c) W. M. Abdou, ibid 66, 285 (1992)
14. W. M. Abdou, E. S. M. A. Yakout, M. M. Said, Int. Sulfur Letters 17, 33 (1993); W. M. Abdou, I. T. Hennawy, Phosphorus, Sulfur and Silicon 89, 105 (1994); W. M. Ahdou, Y. O. El-Khoshneih, J. Chem. Res. (M) 442 (1995)
15. W. M. Abdou, E. S. M. A. Yakout, M. M. Said, Int. Sulfur Letters 17, 33 (1993); W. M. Abdou, I. T. Hennawy, Phosphorus, Sulfur and Silicon 89, 105 (1994); W. M. Ahdou, Y. O. El-Khoshneih, J. Chem. Res. (M) 442 (1995)
16. W. M. Abdou, E. S. M. A. Yakout, M. M. Said, Int. Sulfur Letters 17, 33 (1993); W. M. Abdou, I. T. Hennawy, Phosphorus, Sulfur and Silicon 89, 105 (1994); W. M. Ahdou, Y. O. El-Khoshneih, J. Chem. Res. (M) 442 (1995)
17. B. A. Geller, L. S. Samosvat, Zhur. Obshch. Khim. 33, 3678 (1963); C. A. 60, 7902 (1964), E. Baltazzi, Compt, rend 232, 982 (1951), C. A. 45, 1022 (1951)
18. B. A. Geller, L. S. Samosvat, Zhur. Obshch. Khim. 33, 3678 (1963); C. A. 60, 7902 (1964), E. Baltazzi, Compt, rend 232, 982 (1951), C. A. 45, 1022 (1951)
19. B. A. Geller, L. S. Samosvat, Zhur. Obshch. Khim. 33, 3678 (1963); C. A. 60, 7902 (1964), E. Baltazzi, Compt, rend 232, 982 (1951), C. A. 45, 1022 (1951)
20. B. A. Geller, L. S. Samosvat, Zhur. Obshch. Khim. 33, 3678 (1963); C. A. 60, 7902 (1964), E. Baltazzi, Compt, rend 232, 982 (1951), C. A. 45, 1022 (1951)
21. H. Budzikiewicz, C. Djerass, D. H. Williams, Mass Spectroscopy of Organic Compounds, Holden-Day, San Francisco, (1967)
22. A. W. Johnson, Ylides and Imines of Phosphorus, Wiley (London), 1993
23. A. J. Speziale, L. R. Smith, J. Am. Chem. Soc. 84, 1868 (1962)
24. (a) A. Schönberg, W. I. Awad, J. Chem. Soc. 197 (1945), and 651 (1947)
25. (b) M. F. Zayed, Y. O. Elkhoshnieh, L. S. Boulos, Phosphorus, Sulfur and Silicon 62, 251 (1991)
26. R. G. Pearson, Sience 151, 172 (1966); R. G. Pearson, J. Songstad. J. Am. Chem. Soc. 89, 1827 (1967)
27. R. G. Pearson, Sience 151, 172 (1966); R. G. Pearson, J. Songstad. J. Am. Chem. Soc. 89, 1827 (1967)
28. R. F. Hudson, Structure and mechanism in Organic Chemistry, Academic Press, New York, N. Y. Chapter 4 and 5 (1965)
29. For discussion of ylide basicities see: (a) A. T. Speziale, K. W. Ratts, J. Am. Chem. Soc. 85, 2790 (1963). (b) S. Feizer, R. F. Hudson, G. Salvadori, Helv. Chem. Acta 44, 15 (1963)
30. For discussion of ylide basicities see: (a) A. T. Speziale, K. W. Ratts, J. Am. Chem. Soc. 85, 2790 (1963). (b) S. Feizer, R. F. Hudson, G. Salvadori, Helv. Chem. Acta 44, 15 (1963)
31. M. M. Sidky, M. F. Zayed, A. A. Elkateb and I. T. Hennawy, Phosphorus and Sulfur 9, 343 (1981)
32. R. M. Acheson, R. G. Bolton, I. Hunter, J. Chem. Soc. C. 1067 (1970)
33. H. J. Bestmann, Angew. Chem. 77, 850 (1965); Angw. Chem. Int. Ed. Engl. 4, 830 (1965)
34. H. J. Bestmann, Angew. Chem. 77, 850 (1965); Angw. Chem. Int. Ed. Engl. 4, 830 (1965)
35. H. Goldschmidt. Chem. Ber. 16, 2176 (1883)
36. Th. Kappe, E. Lender, E. Ziegler, Monatsh Chem. 99, 2157 (1968)
37. R. Fittig, E. Ostermayer, Leibigs Ann. Chem. 166, 365 (1873)
38. H. J. Bestmann, O. Krotzer, Chem. Ber. 95, 1984 (1962)
39. S. Trippet, D. M. Walker, J. Chem. Soc. 1266 (1961) & 202 (1960)
40. H. Staudinger, J. Meyer, Helv. Chem. Acta 2, 635 (1919)