Tetrabutylammonium peroxydisulfate in organic synthesis; IV. An efficient, highly selective and oxidative deoximation by tetrabutylammonium peroxydisulfate

Synthetic Communications

Volumn 29, Issue 6, 1999, Pages 1049-1056

  Chen, Fener ^a   Liu, Anchang ^a   Yan, Qiongjiao ^a   Liu, Mingxing ^a   Zhang, Daoming ^a   Shao, Lanying ^a  

^a FUDAN UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

TETRABUTYLAMMONIUM;

ARTICLE; CRYSTALLIZATION; DRUG ISOLATION; DRUG SYNTHESIS; HYDROLYSIS; OXIDATION; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS;

EID: 0032976584     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919908086071     Document Type: Article

References (49)

1. For part 3, Chen, F. E. , Wan, J. L. , Guan, C. S. , Yang , J. S. and Zhang, H. , Synch. Commun. 1996, 28,253.
2. Curran, O. P. , Brill, J. F. and Rakiewicz, D. M. J. Org. Chem. 1984, 49, 1654.
3. (a) Barry, R H. and Hartung, W. H. J. Org. Chem. 1947, 12, 460.
4. (b) Hartung, W. H. and Gressley, F. Org. Symh, Coll. Vol. II1943, 363.
5. (c) Barton, D. H. R. , Beaton, J. M. , Geller, L. E. and Pechet, M. M. J. Am. Chem Soc. 1961, 83, 4076
6. (d) Barton, D. H. R. and Beraton, J. M. J. Am. Chem. Soc. 1961, 83, 4083.
7. (e) Komeichi, Y. , Tomioka, S. , Iwaski, T. and Watanable, K. Tetrahedron Lett. 1970, 53, 4677.
8. (f) Stiver, S. and Yate, P. J. Chem. Soc, Chem. Commun. 1983 2, 50
9. (g) Safiullah and Ansari, S. A. J. Indian Chem. Soc. 1987, 64, 443.
10. (h)Kabalka, G. W. , Pace, R. D. and wadgaonka. P. P. Synth. Commun, 1990, 20, 2453.
11. Hershberg, E. B. J. Org. Chem. 1984, 13, 542.
12. (a) Depug, C. H. and Ponder, B. W. J. Am. Chem. Soc. 1959, 81, 4629.
13. (b) Chamberlin, E. M. and Chamerda, J. M. J. Am. Chem. Soc. 1955, 77, 1221.
14. (c) Maloney, J. R. , Lyle, R, E. , Saavedra, J. E. and Lyle, G. G. Synthesis 1978, 212.
15. (d) Drabowicz, J. Synthesis 1980, 125.
16. (e) Satish, S. and kalyanam. N. Chem. & Ind. (London) 1981, 809.
17. (f) Rao, C. G. , Radhakrishna, A. S. , Singh, R. B. and Bhatnagar, S. P. Synthesis 1983, 808.
18. (g) Mckillop, A. , Hunt, J. O. , Naylor, R. O. and Taylor, E. C. J. Am. Chem. Soc. 1971, 93, 4918.
19. (h) Corey, E. J. , Hopkins, P. B. , Kim, S. , Yoo, S. , Nambiar, K. P. and Falck. J. R. J. Am. Chem. Soc. 1979, 101, 7131.
20. Maeda, K. , Moritani, I. , Hosokawa, T. and Murahash, S. I. Tetrahedron Lett. 1974, 797.
21. (j) Olah, G. A. , Vankar, Y. D. and prakash, G. K. S. Synthesis. 1974, 113.
22. (k) Ho, T. L. Synth. Commun. 1980, 10, 465.
23. Barton, D. H. R. , Lester, O. J. and Ley, S. V. J. Chem. Soc. Chem. Commun. 1977, 445.
24. Olah,. G. A. and Ho, T. L. Synthesis 1976, 610.
25. (n) Narayaran, C. G. , Ramaswamy, O. S. and Wadia, M. S. Chem. &Ind (London) 1977, 454.
26. (o) Bird, J. W. and Diaper, D. G. M. Can . J. Chem. 1969, 47, 145
27. (p) Erickson, R. E. , Andrulis, P. J. Jr. , Collins, J. C. , Lungle, M. L. and Mercer. G. D. J. Org., Chem. 1969, 34, 2961
28. (q) Bandgar, B. P. , Kunde, M. L. B. and Thote, J. L. Synth. Commun. 1997, 27, 1149.
29. (r) Butler, R. N. , Morris, G. J. and O'Donohue, A. M. J. Chem. Res, Synop. 1981, 61
30. (s) Araujo, H. C. , Ferrreira, G. A. L. and Mahajan, J. R. J. Chem. Soc. Perkin Trans. 11974, 2257.
31. (t) Shim, S. B. , Kim, K. and Kim, -Y. H. Tetrahedron Lett. 1987, 28, 645.
32. (u) Salmon, M. , Miranda, R. and Angeles, E. Synth. Commun. 1986, 16, 1827
33. (v) Moriarty, R. M. , Prakash, O. and Vavilikolanu, R. Synth. Commun. 1986, 16, 1247.
34. (w) Vankar, P. , Rathore, R. and Chandrasekaran, S. J. Org. Chem. 1986, 51, 3063.
35. (x) Chidambaram, N. , Satyanarayana, K. and Chandrasekaran, S. Synth. Commun. 1989, 19, 1724.
36. (y) Baltork, I. M. and Pouranshirvani, S. Synth. Commun. 1996, 26, 1.
37. (z) Bandgar, B. P. , Shaikh, S. I. and Lyer, S. Synth. Commun. 1996, 26, 1163.
38. (a) Corey, E. J. , Richman, J. E. J. Am. Chem. Soc. 1970, 92, 5276
39. (b) Monti, D. , Gramatical, P. , Speranze, G. , Tagliapietra, P. and Mantiero, P. Synth. Commun. 1986, 16, 803.
40. (c) Curran, D. P. , Brill, J. F. and Radkiewicz, D. M. J. Org. Chem. 1984, 49, 1684.
41. Vogel, A. I. "Textbooks of Practical of Organic Chemistry" Longman Group Limited, 1978.
42. Jung, J. C. , Chio, H. C. and Kim, Y. H. , Tetrahedron Lett. , 1993, 34, 3581.
43. Sommers, A. H. , Michaele, R. J. and Weton, A. W. J. Am. Chem. Soc. 1952, 74, 5546.
44. Terashia, S. , Tseng, C. C. and Koga, k. Chem. Pharm. Bull. 1979, 27, 747.
45. Omura, D. K. and Swern, D. Tetrahedron 1978, 34, 1651.
46. Staab, H. A. and Jost, E. Liebigs Ann. Chem. 1962, 655, 90.
47. Tietze, L. F. and Eicher, T. "Reaktionen und Synthesen im Organisch-Chemischem Prakti Kum." Georg Thieme Verlag Stuttgart. New York. 1981.
48. Chen, F. L. , Dong, E. L. and Shao, L Y. Chinese J. Pharm. 1992, 23. 388 (Chem. Abstr. , 1993, 118, 254491w).
49. Chen, F. L. , Dong, E. L. and Shao, L Y. Chinese J. Pharm. 1992, 23. 388 (Chem. Abstr. , 1993, 118, 254491w).