A convenient protocol for C-H oxidation mediated by an azido radical culminating in Ritter-type amidation

Tetrahedron Letters

Volumn 46, Issue 18, 2005, Pages 3217-3219

  Nair, Vijay ^a   Suja, T D ^a   Mohanan, Kishor ^a  

^a REGIONAL RESEARCH LABORATORY CSIR   (India)

Author keywords

Azides; Cerium ammonium nitrate; CH activation; Radicals; Ritter reaction

Indexed keywords

ACETAMIDE DERIVATIVE; ACETONITRILE; ALPHA AMINO ACID; AMMONIUM DERIVATIVE; CERIUM; CERIUM AMMONIUM NITRATE; ESTER; HYDROCARBON; NITROGEN; SODIUM AZIDE; UNCLASSIFIED DRUG;

AMIDATION; ARTICLE; OXIDATION; SYNTHESIS;

EID: 17044384522     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.03.048     Document Type: Article

References (23)

1. For reviews see: A.E. Shilov, and G.B. Shul'pin Chem. Rev. 97 1997 2879
2. A. Sen Acc. Chem. Res. 31 1998 550
3. J. Barluenga, F.G. Bobes, and J.M. González Angew. Chem. 114 2002 2668
4. Angew. Chem., Int. Ed. 41 2002 2556
5. S. Sakaguchi, Y. Nishiwaki, T. Kitamura, and Y. Ishii Angew. Chem. 113 2001 228
6. Angew. Chem., Int. Ed. 40 2001 222
7. S. Lee, and P.L. Fuchs Org. Lett. 6 2004 1437
8. X.Q. Yu, J.S. Huang, X.G. Zhou, and C.M. Che Org. Lett. 2 2000 2233
9. V. Nair, L. Balagopal, R. Rajan, and J. Mathew Acc. Chem. Res. 37 2004 21
10. V. Nair, J. Mathew, and J. Prabhakaran Chem. Soc. Rev. 26 1997 127
11. V. Nair, and J. Mathew J. Chem. Soc., Perkin Trans. 1 1995 187
12. V. Nair, S.B. Panicker, L.G. Nair, T.G. George, and A. Augustine Synlett (Account) 2003 156 and references cited therein
13. V. Nair, R. Rajan, and N.P. Rath Org. Lett. 4 2002 127
14. M. Baruah, and M. Bols Synlett 2002 1111
15. D.J. Chen, and Z.C. Chen Tetrahedron Lett. 41 2000 7361
16. F. Fontana, F. Minisci, Y.M. Yan, and L. Zhao Tetrahedron Lett. 34 1993 2517
17. V. Nair, and J. Mathew J. Chem. Soc., Perkin Trans. 1 1995 1881
18. W.M. Welch, A.R. Kraska, R. Sarges, and B.K. Koe J. Med. Chem. 27 1984 1508
19. B.K. Koe, A. Weismann, W.M. Welch, and R.G. Browne J. Pharmacol. Exp. Ther. 226 1983 686
20. W. Tang, Y. Chi, and X. Zhang Org. Lett. 4 2002 1695
21. 15NO: C, 76.16; H, 7.99; N, 7.40. Found: C, 76.34; H, 8.22; N, 7.52
22. M.J. Burk, G. Casy, and N.B. Johnson J. Org. Chem. 63 1998 6084
23. S. Sakaguchi, T. Hirabayashi, and Y. Ishii Chem. Commun. 2002 516