1-(Triphenylphosphoroylideneaminomethyl)benzotriazole (BETMIP) a novel +CH2N = Synthetic equivalent: Its application to the synthesis of carbodiimides, imines, isothiocyanates, aziridines, and secondary amines

Synthesis (Germany)

Volumn 1990, Issue 7, 1990, Pages 565-567

  Katritzky, Alan R ^a   Jiang, Jinlong ^a   Urogdi, Laszlo ^a  

^a UNIVERSITY OF FLORIDA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84987547222     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-1990-26940     Document Type: Article

References (44)

1. Staudinger, H.; Meyer, J. Helv. Chim. Acta. 1919, 2, 635.
2. Staudinger, H.; Meyer, J. Helv. Chim. Acta. 1921, 4, 861.
3. Horner, V. L.; Gross, A. Leibigs Ann. Chem. 1955, 591, 117.
4. Appel, R.; Hauss, A. Chem. Ber. 1960, 93, 405.
5. Appel, R.; Schollhorn, R. Angew. Chem. 1964, 76, 991.
6. Bergmann, E.; Wolff, H. A. Ber. Dtsch. Chem. Ges. 1930, 63, 1176.
7. Paulsen, H.; Gyorgydeak, Z.; Friedmann, M. Chem. Ber. 1974, 107, 1590.
8. Garcia, J.; Urpi, F.; Vilarrasa, J. Tetrahedron Lett. 1984, 25, 4841.
9. Lie Ken Jie, M. S. F.; Lam, W. L. K.; Lao, H. B. J. Chem. Soc. Perkin 1, 1989, 1.
10. Appel, R.; Hauss, A. Angew. Chem. 1959, 71, 626.
11. Vaultier, M.; Knouzi, N.; Carrie, R. Tetrahedron Lett. 1983, 24, 763.
12. Zimmer, H.; Singh, G. J. Org. Chem. 1963, 28, 483.
13. Zimmer, H.; Jayawant, M., Gutsch, P. J. Org. Chem. 1970 35 2826.
14. Wamhoff, H.; Haffmann, G.; Schmidt, H. Chem. Ber. 1983, 116, 1691.
15. Utah, Y.; Sasson, Y.; Shahak, I.; Tsaroom, S.; Blum, J. J. Org. Chem. 1978, 43, 4271
16. Shahak, J.; Utah, Y; Blum, J. Tetrahedron Lett. 1976, 17, 4003.
17. Appel, R.; Halstenberg, M. Chem. Ber., 1976, 109, 814.
18. Zimmer, H.; Singh, G. Angew. Chem. 1963, 75, 574.
19. Brown, G. W.; Cookson, R. C.; Stevens, I. D. R.; Mak, T. C. W.; Trotter, J. Proc. Chem. Soc, London 1964, 87.
20. Corey, E. J.; Samuelsson, B.; Luzzio, F. A. J. Am. Chem. Soc 1984, 106, 3682.
21. Jung, M. E.; Shishido, K.; Light, L.; Davis, L. Tetrahedron Lett. 1981, 22, 4607.
22. Weinreb, S. M.; Levin, J. I. Heterocycles 1979, 12, 949.
23. Zbiral, E.; Stroh, J. Liebigs Ann. Chem. 1969, 725, 29.
24. Nitta, M.; Kobayashi, T. Chem. Lett. 1986, 463.
25. Iino, Y; Kobayashi, T.; Nitta, M. Heterocycles 1986, 24, 2437.
26. Lambert, P. H.; Vaultier, M.; Carrie, R. J. Chem. Soc, Chem. Commun. 1982, 1224.
27. Molina, P.; Alajarin, M.; Ferao, A. Synthesis 1986, 843.
28. Kobayashi, T.; Nitta, M. Chem. Lett. 1986, 1549.
29. Bruche, L.; Garanti, L.; Zecchi, G. Synthesis 1986, 772.
30. Bruche, L.; Garanti, L.; Zecchi, G. Synthesis 1985, 304.
31. Gololobov, Y. G.; Gusar, N. I.; Chaus, M. P. Tetrahedron Lett. 1985, 26, 793.
32. Szmuszkovicz, J.; Kane, M. P.; Laurian, L. G.; Chidester, C. G.; Scahill, T. A. J. Org. Chem. 1981, 46, 3562.
33. Gololobov, Y. G.; Zhmurova, I. N.; Kasukhin, L. F. Tetrahedron 1981, 37, 437.
34. Rave, T. W.; Hays, H. R. J. Org. Chem. 1966, 31, 2894.
35. Fukui, K.; Sudo, R. Bull. Chem. Soc. Jpn. 1970, 43, 1160.
36. Bittner, S.; Assaf, Y; Krief, P.; Pomerantz, M.; Ziemnicka, B.; Smith, C. G. J. Org. Chem. 1985, 50, 1712.
37. Bittner, S.; Assaf, Y; Pomerantz, M. J. Org. Chem. 1982 47 99.
38. Lemke, T. L.; Sawhney, K. N. J. Heterocycl. Chem. 1983, 20, 899.
39. Nomura, Y; Kikuchi, Y; Takeuchi, Y. Chem. Lett. 1974, 575.
40. Katritzky, A. R.; Jiang, J.; Urogdi, L. Tetrahedron Lett. 1989 30, 3303.
41. Schlack, P.; Keil, G. Ann. Chem. 1963, 661, 164.
42. Bloodworth, A. J.; Davies, A. G.; Vasishtha, S. C. J. Chem Soc. C, 1968, 2640.
43. D. Armesto, A. Perez-Ossorio, Ramos R. Tetrahedron Lett 1982, 23, 5195.
44. Katritzky, A. R.; Rachwal, S.; Caster, K. C.; Mahni, F. J. Chem. Soc, Perkin Trans. 1, 1987. 781.