Wittig reaction of a series of diazodiketones: Synthesis and structure of fluorine-containing vinyldiazoketones

Synthesis

Volumn , Issue 17, 2005, Pages 2871-2874

  Zakharova, Valerija M ^a   Hennig, Lothar ^b   Nikolaev, Valerij A ^a  

^a ST PETERSBURG STATE UNIVERSITY   (Russian Federation)

^b UNIVERSITY OF LEIPZIG   (Germany)

Author keywords

1,3 diketones; Aliphatic diazo compounds; Diazo transfer reaction; Fluorine containing vinyldiazoketones; Wittig reaction

Indexed keywords

REACTION KINETICS; SYNTHESIS (CHEMICAL);

1,3-DIAKETONES; ALIPHATIC DIAZO REACTION; DIAZO TRANSFER REACTION; FLUORINE-CONTAINING DIAZOKETONES; WITTING REACTION;

KETONES;

1,3 DIKETONE; CARBONYL DERIVATIVE; FLUORINE; KETONE DERIVATIVE; PHOSPHONIC ACID DERIVATIVE; VINYL DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; FLUORINATION; OLEFINATION; SYNTHESIS; WITTIG REACTION;

EID: 27944499778     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2005-872180     Document Type: Article

References (24)

1. (a) Murphy, P. J.; Brennan, J. Chem. Soc. Rev. 1988, 17, 1.
2. (b) Murphy, P. J.; Lee, S. E. J. Chem. Soc., Perkin Trans. 1 1999, 3049.
3. Maercker, A. Org. React. 1965, 14, 270.
4. Guillaume, M.; Janousek, Z.; Viehe, H. G. Synthesis 1995, 920.
5. Capuano, L.; Drescher, S.; Volker, H. Liebigs Ann. Chem. 1991, 331.
6. Wang, Y.; Zhu, S.; Zhu, G.; Huang, Q. Tetrahedron 2001, 57, 7337.
7. (a) Davies, H. M. L.; Clark, T.; Smith, H. D. J. Org. Chem. 1991, 56, 3817.
8. (b) Davies, H. M. L.; Antoulinakis, E. G. Org. React. 2001, 57, 326.
9. Doyle, M. P.; Yan, M.; Hu, W.; Gronenberg, L. S. J. Am. Chem. Soc. 2003, 125, 4692.
10. (a) Regitz, M.; Maas, G. Diazo Compounds. Properties and Synthesis; Academic Press: New York, 1986, 326.
11. (b) Doyle, M. P.; McKervey, M. A.; Ye, T. Modern Catalytic Methods for Organic Synthesis with Diazo Compounds; Wiley: New York, 1998, 9.
12. (a) Doyle, M. P.; Dorrow, R. L.; Terpstra, J. W.; Rodenhouse, R. A. J. Org. Chem. 1985, 50, 1663.
13. (b) Nikolaev, V. A.; Utkin, P. Yu.; Korobitsyna, I. K. Zh. Org. Khim. 1989, 25, 1176.
14. Nikolaev, V. A.; Kantin, G. P.; Utkin, P. Yu. Zh. Org. Khim. 1994, 30, 1292.
15. (a) Alloum, A. B.; Villemin, D. Synth. Commun. 1989, 19, 2567.
16. (b) Popik, V. V.; Korneev, S. M.; Nikolaev, V. A.; Korobitsyna, I. K. Synthesis 1991, 195.
17. Galiullina, S. V.; Zakharova, V. M.; Kantin, G. P.; Nikolaev, V. A. Zh. Org. Khim. 2005, in press.
18. (a) Kaplan, F.; Meloy, G. K. J. Am. Chem. Soc. 1966, 88, 950.
19. (b) Lauer, W.; Krause, V.; Wengenroth, H.; Meier, H. Chem. Ber. 1988, 121, 465.
20. (c) Nikolaev, V. A.; Popik, V. V.; Korobitsyna, I. K. Zh. Org. Khim. 1991, 27, 505.
21. Davies, H. M. L.; Clark, D. M.; Smith, T. K. Tetrahedron Lett. 1988, 26, 5659.
22. Eguchi, T.; Aoyama, T.; Kakinuma, K. Tetrahedron Lett. 1992, 33, 5545.
23. Nägele, U.; Hanack, M. Liebigs Ann. Chem. 1989, 847.
24. Johnson, A. Ylid Chemistry; Academic Press: New York, 1966, 400.