A novel synthesis of α-azidocinnamates, α-azido-α,β-unsaturated ketones and β-azidostyrenes mediated by cerium(IV) ammonium nitrate

Tetrahedron Letters

Volumn 41, Issue 17, 2000, Pages 3199-3201

  Nair, Vijay ^a   George, Tesmol G ^a  

^a REGIONAL RESEARCH LABORATORY CSIR   (India)

Author keywords

Azides; Cerium(IV) ammonium nitrate; Radicals

Indexed keywords

ACETIC ACID; AMMONIUM NITRATE; AZIDE; CERIUM; CINNAMIC ACID DERIVATIVE; KETONE; STYRENE DERIVATIVE;

ARTICLE; CHEMICAL BOND; CHEMICAL REACTION; ISOMER; STEREOCHEMISTRY; STOICHIOMETRY; SYNTHESIS;

EID: 0034701539     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00350-6     Document Type: Article

References (19)

1. (a) Baciocchi, E.; Ruzziconi, R. J. Org. Chem. 1991, 56, 4772-4778.
2. (b) Citterio, A.; Sebastiano, R.; Carvayal, M. C. J. Org. Chem. 1991, 56, 5335-5341.
3. (c) Narasaka, K.; Okauchi, T.; Tanaka, K.; Murakami, M. Chem. Lett. 1992, 2099-2102.
4. (a) Nair, V.; Mathew, J. J. Chem. Soc., Perkin Trans. 1 1995, 1881-1882.
5. (b) Nair, V.; Mathew, J.; Radhakrishnan, K. V. J. Chem. Soc., Perkin Trans. 1 1996, 1487-1492.
6. (c) Nair, V.; Mathew, J.; Kanakamma, P. P.; Panicker, S. B.; Sheeba, V.; Zeena, S.; Eigendorf, G. K. Tetrahedron Lett. 1997, 38, 2191-2194.
7. (d) Nair, V.; Mathew, J.; Prabhakaran, J. Chem. Soc. Rev. 1997, 127-132, and references cited therein.
8. Linker, T.; Hartmann, K.; Sommermann, T.; Scheutzov, D.; Ruckdeschel, E. Angew. Chem., Int. Ed. Engl. 1996, 35, 1730-1732.
9. (a) Bosman, C.; Annibale, A. D.; Resta, S.; Trogolo, C. Tetrahedron Lett. 1994, 35, 6525-6528.
10. (b) Narasaka, K.; Mochizuki, T.; Hayakawa, S. Chem. Lett. 1994, 1705-1708.
11. (a) Nair, V.; Nair, L. G. Tetrahedron Lett. 1998, 39, 4585-4586
12. (b) Nair, V.; George, T. G.; Nair, L. G.; Panicker, S. B. Tetrahedron Lett. 1999, 40, 1195-1196.
13. Trahanovsky, W. S.; Robbins, M. D. J. Am. Chem. Soc. 1971, 93, 5256-5258.
14. Lemieux, R. U.; Radcliffe, R. M. Can. J. Chem. 1979, 57, 1244-1251.
15. Chavan, S. P.; Subbarao, Y. T. Tetrahedron Lett. 1999, 40, 5073-5074.
16. Clive, D. L. J.; Etkin, N. Tetrahedron Lett. 1994, 35, 2459-2462.
17. Scriven, E. F. V.; Turnbull, K. Chem. Rev. 1988, 88, 297-368.
18. Henn, L.; Hickey, D. M. B.; Moody, C. J.; Rees, C. W. J. Chem. Soc., Perkin Trans. 1 1984, 2189-2196.
19. Hemetsberger, H.; Knittel, D.; Weidmann, H. Monatsch. Chem. 1969, 100, 1599-1603.