Addition-cyclization reactions of alkylidene phosphoranes with ∝-benzoinoxime

Phosphorus, Sulfur and Silicon and Related Elements

Volumn 165, Issue , 2000, Pages 171-189

  Abdou, Wafaa M ^a   Ganoub, Neven A ^a   Shaddy, Abeer M ^a  

^a NATIONAL RESEARCH CENTRE   (Egypt)

Author keywords

Coumarins; Isoquinolines; Oxazolines; Phosphorus ylides; benzoinoxime

Indexed keywords

EID: 0034367570     PISSN: 10426507     EISSN: None     Source Type: Journal    
DOI: 10.1080/10426500008076336     Document Type: Article

References (45)

1. For a recent accounts see references a-j: a) W. M. Abdou, N. A. Ganoub and A. M. Shaddy, Tetrahedron, 54, 9079 (1998);
2. b) W. M. Abdou, M. A. I. Salem and A. A. Sediek, J. Heterocyclic Commun., 4, 145 (1998);
3. c) W. M. Abdou and N. A. Ganoub, Synthetic Commun., 28, 3579 (1998);
4. d) W. M. Abdou, M. A. I. Salem and A. A. Sediek, Tetrahedron, 53, 13945 (1997);
5. e) W. M. Abdou, Synthetic Commun., 27, 3599 (1997);
6. f) W. M. Abdou, N. A. Ganoub and A. M. Shaddy, Heterocyclic Commun, 3, 57 (1997),
7. g) W. M. Abdou and N. A. Ganoub, Phosphorus, Sulfur and Silicon, 105, 63 (1995);
8. h) W. M. Abdou, E. S. M. Yakout and N. A. Ganoub, Tetrahedron, 51, 11411 (1995);
9. i) Y. O. Elkhoshnieh, I. T. Hennawy and W. M. Abdou, Heterocyclic Commun., 1, 167 (1995);
10. j) W. M. Abdou and N. A. Ganoub, ibid., 1, 387(1995).
11. W. M. Abdou, Y. O. Elkhoshnieh and A. A. Kamel, Heteroatom Chem., 10, 481 (1999).
12. H. Hopff, E. Kleiner and S. H. El-Din, AdvanfΩ Chem. Ser, (91), 46 (1969); C. A., 72, 22018 (1970); K. Shrage, Fr. Demand 2,000,081 (Cl-C8F), 1969; C. A., 72, 44322 (1970).
13. H. Hopff, E. Kleiner and S. H. El-Din, AdvanfΩ Chem. Ser, (91), 46 (1969); C. A., 72, 22018 (1970); K. Shrage, Fr. Demand 2,000,081 (Cl-C8F), 1969; C. A., 72, 44322 (1970).
14. H. Hopff, E. Kleiner and S. H. El-Din, AdvanfΩ Chem. Ser, (91), 46 (1969); C. A., 72, 22018 (1970); K. Shrage, Fr. Demand 2,000,081 (Cl-C8F), 1969; C. A., 72, 44322 (1970).
15. H. Hopff, E. Kleiner and S. H. El-Din, AdvanfΩ Chem. Ser, (91), 46 (1969); C. A., 72, 22018 (1970); K. Shrage, Fr. Demand 2,000,081 (Cl-C8F), 1969; C. A., 72, 44322 (1970).
16. K. Okubo, T. Masuda and J. Noguchi (Fuji Photo Film Co., Ltd.) Fr. 1,542,505 (Cl. G03C), 1968; C. A., 71, 66055 (1969).
17. K. Okubo, T. Masuda and J. Noguchi (Fuji Photo Film Co., Ltd.) Fr. 1,542,505 (Cl. G03C), 1968; C. A., 71, 66055 (1969).
18. S. T. Isaaco, C. J. Shen, J. E. Hearst and H. Rapoport, Biochem., 16, 1058 (1977).
19. T. Singh and J. H. Biel, J. Med. Chem., 13, 541 (1970).
20. J. Pajak, E. L. Kochany and Z. McKstein, Polish J. Chem., 56, 593 (1982).
21. A. Attia and M. Mickeal, Pharmazie, 37, 551 (1985).
22. J. Elguero, Comprehensive Heterocyclic Chemistry, A. R. Katritzky and C. W. Rees, Eds., Pergamon Press, Oxford, vol. 5, pp 291-297 (1984). A. Kleemann and J. Engel, Pharmazeutische Wirkstoffe: Synthesen Patente, Anwendungen, 2nd Edn., Thieme Verlag, Stuttgart, (1982).
23. J. Elguero, Comprehensive Heterocyclic Chemistry, A. R. Katritzky and C. W. Rees, Eds., Pergamon Press, Oxford, vol. 5, pp 291-297 (1984). A. Kleemann and J. Engel, Pharmazeutische Wirkstoffe: Synthesen Patente, Anwendungen, 2nd Edn., Thieme Verlag, Stuttgart, (1982).
24. P. Gilgen, H. Heimgartner, H. J. Hansen and H. Schmid, Helv. Chem. Acta, 57, 1393 (1974).
25. J. March (Ed.) Advanced Organic Chemistry, Reactions, Mechanisms and Structures, 3rd Editn, John Wiley and Sons, Inc. New York, 1985, Chapter 17.
26. a) D. N. Nicolaides, C. B. Balouctsi, K. E. Litinas, E. M. Xenikaki, D. Mentzafos and A. Terzis, Tetrahedron, 49, 9127 (1993),
27. b) D. N. Nicolaides, E. A. Varella and R. W. Awad, ibid., 49, 7779 (1993).
28. G. Pfundt and W. M. Mardham, Tetrahedron Lett, 2411 (1965).
29. D. N. Nicolaides, G. K. Papageorgiou and J. S. Stephanatou, Tetrahedron, 45, 4585 (1989).
30. a) R. S. K. Deshmukh and M. V. Pardkar, Synthetic Commun., 18, 589 (1988),
31. b) N. A. Ganoub and M. R. Mahran, Heteroatom Chem., 9, 427 (1998).
32. S. M. Atta, T. S. Hafez and M. R. Mahran, Phosphorus, Sulfur and Silicon, 80, 109 (1993).
33. H. J. Bestmann, Angew. Chem., 77, 850 (1965); Angew. Chem. Int. Ed., 4, 83c (1965); M. von Strandtmann, M. P. Cohen, C. Puchalski and J. Shavel, Jr., J. Org. Chem., 33, 4306 (1968).
34. H. J. Bestmann, Angew. Chem., 77, 850 (1965); Angew. Chem. Int. Ed., 4, 83c (1965); M. von Strandtmann, M. P. Cohen, C. Puchalski and J. Shavel, Jr., J. Org. Chem., 33, 4306 (1968).
35. H. J. Bestmann, Angew. Chem., 77, 850 (1965); Angew. Chem. Int. Ed., 4, 83c (1965); M. von Strandtmann, M. P. Cohen, C. Puchalski and J. Shavel, Jr., J. Org. Chem., 33, 4306 (1968).
36. G. Papageorgiou, D. N. Nicolaides and J. S. Stephanatou, Leibigs Ann. Chem., 1989, 397.
37. J. Emsley and D. Hall, The Chemistry of Phosphorus, Harper and Row Ltd., London, Chapter 7, pp 287 (1976).
38. P. Garner and S. Ramakanth, J. Am. Chem. Soc., 52, 2631 (1987).
39. K. Niume, S. Kurosava, F. Tode, M. Masegawa and Y. Iwakura, Bull. Chem. Soc. Japan, 55, 2293 (1982).
40. a) E. E. Schweizer and C. M. Kopay, J. Org. Chem., 37, 1561 (1972);
41. b) E. E. Schweizer and R. Schepers, Tetrahedron Letters, 979 (1963).
42. P.D. Croce, J. Chem. Soc. Perkin I, 619 (1976).
43. G. Aksnes, T. J. Berg and T. Gramstad, Phosphorus, Sulfur and Silicon, 106, 79 (1995).
44. K. Bunge, R. Huisgen, R. Raab and H. Stangl, Chem. Ber., 105, 12179 (1972).
45. D. Armesto, W. M. Horspool, M. Apoita, M. G. Gallego and A. Ramos, Synthesis, 448 (1989).