Efficient synthesis of 4-isocyano-2, 2, 6, 6-tetramethylpiperidine-1-oxyl

Organic Preparations and Procedures International

Volumn 35, Issue 4, 2003, Pages 387-390

  Zakrzewski, Jerzy ^a   Hupko, Jaroslaw ^a  

^a INSTITUTE OF INDUSTRIAL ORGANIC CHEMISTRY   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

EFFICIENT SYNTHESIS;

4 ISOCYANO 2,2,6,6 TETRAMETHYLPIPERIDINE 1 OXYL; BENZYL DERIVATIVE; FORMAMIDE; ISOCYANIC ACID DERIVATIVE; PHOSGENE; PHOSPHORUS DERIVATIVE; PHOSPHORUS OXYCHLORIDE; PIPERIDINE DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; POTASSIUM HYDROXIDE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; DEHYDRATION; SPIN LABELING; SYNTHESIS;

EID: 0042745582     PISSN: 00304948     EISSN: 19455453     Source Type: Journal    
DOI: 10.1080/00304940309355845     Document Type: Article

References (42)

1. I. Ugi (Ed.), “Isonitrile Chemistry”, Academic Press, 1971;
2. M. P. Periasamy and H. M. Walborsky, Org. Prep. Proc. Int., 11, 293 (1979);
3. H. M. Walborsky and M. P. Periasamy, Recent Advances in Isocyanide Chemistry, in S. Patai, Z. Rappaport (Eds), “The Chemistry of Triple Bonded Functional Groups”, p. 835-887, Wiley, 1983.
4. D. Hoppe, Angew. Chem., 86, 878 (1974);
5. Angew. Chem., Int. Ed., 13, 789 (1974).
6. A. Doemling and I. Ugi, Angew. Chem., Int. Ed., 39, 3168 (2000).
7. A. Doemling, Combinatorial Chemistry & High Throughput Screening, 1, 1 (1998).
8. S. Marcaccini and T. Torroba, Org. Prep. Proc. Int., 25, 141 (1993).
9. H. Bienayme, Tetrahedron Lett., 39, 4255 (1998).
10. L. Banfi, G. Guanti and R. Riva, J. Chem. Soc., Chem. Commun., 985 (2000);
11. J. E. Semple, T. D. Owens, K. Nguen and O. E. Levy, Organic Lett., 2, 2769 (2000).
12. P. Tempest, Vu Ma, S. Thomas, Zheng Hua, M. G. Kelly and C. Hulme, Tetrahedron Lett., 42, 4959 (2001);
13. V. Nair, A. U. Vinod and C. Rajesh, J. Org. Chem., 66, 4427 (2001);
14. H. Bienayme and K. Bouzid. Angew. Chem., Int. Ed., 37, 2234 (1998);
15. C. Blackburn, B. Guan, P. Fleming, K. Shiosaki and S. Tsai, Tetrahedron Lett., 39, 3635 (1998);
16. R. S. Varma and D. Kumar, Tetrahedron Lett., 40, 7665 (1999).
17. H. Takaya, S. Kojima and S. Murahashi, Organic Lett., 3, 421 (2001);
18. A. M. van Leusen, H. Siderius, B. E. Hoogenboom and D. van Leusen, Tetrahedron Lett., 5337 (1972);
19. U. Schoellkopf, P. H. Porsch and E. Blume, Liebigs Ann. Chem., 2122 (1976);
20. D. Moderhack, Synthesis, 1083 (1985);
21. A. Shaabani, S. Ajabi, F. Farrokhazd and H. R. Bijanzadeh, J. Chem. Res.(S), 582 (1999);
22. E. Marchand, G. Morel and S. Sinbandhit, Eur. J. Org. Chem., 1729 (1999);
23. S. Marcaccini, R. Pepino, C. F. Marcos, C. Polo and T. Torroba, J. Heterocycl. Chem., 37, 1501 (2000);
24. D. M. Zimmerman and R. A. Olofson, Tetrahedron Lett., 5081 (1969).
25. W. P. Weber, G. W. Gokel and I. Ugi, Angew. Chem., 84, 587 42
26. Angew. Chem., Int. Ed., 11, 530 (1972);
27. W. P. Weber and G. W. Gokel, Tetrahedron Lett., 1637 (1972).
28. B. Annaev, V. P. Ivanov, L. M. Rajchman and E. G. Rozantsev, Izv. Akad. Nauk SSSR, S.Kh., 2814 (1971);
29. L. M. Rajchman, B. Annaev, V. S. Belova and E. G. Rozantsev, Nature (London), 237, 31 (1972).
30. J. Pirrwitz;H. Rein;G. Lassmann;G. R. Jaenig, S. Pecar and K. Ruckpaul., FEBS Lett., 101, 195 (1979);
31. J. Pirrwitz, G. Lassmann, H. Rein, G. R. Jaenig, S. Pecar and K. Ruckpaul., Acta Biol. Med. Ger., 38, 235 (1979).
32. Meiji Milk Products Co., Ltd., “4-Isocyano-2, 2, 6, 6-tetramethylpiperidine-l-oxyl”, Jpn. Kokai Tokkyo Koho JP 57123165, (1982);
33. Meiji Milk Products Co., Ltd., “4-Isocyano-2, 2, 6, 6-tetramethylpiperidine-l-oxyl”, Chem. Abstr., 97:216008 (1982).
34. M. A. Mironov and V. S. Mokruszin, Zumal Organiczeskoj Chimji, 35, 719 (1999);
35. M. A. Mironov and V. S. Mokruszin, Chem. Abstr., 132:107758 (2000).
36. G. E. Niznik, W. H. Morrison and H. M. Walborsky, Org. Synthesis, 51, 31 (1971);
37. H. M. Walborsky and G. E. Niznik, J. Org. Chem., 37, 187 (1972).
38. D. Subhas Bose and P. Ravinder Goud, Tetrahedron Lett., 40, 747 (1999).
39. E. G. Rozantsev, Free Nitroxyl Radicals, Plenum Press, N.Y., 1970.
40. Ullmann’s Encyklopaedie der Technischen Chemie, 4th Ed., 18, 278 (1979);
41. C. F. Rush, C. E. Danner, Anal. Chem., 20, 644 (1948);
42. b (1948).