Addition of α,α-difluoroiodomethyl ketones to alkenes with a copper catalyst

Bulletin of the Korean Chemical Society

Volumn 26, Issue 1, 2005, Pages 97-102

  Kwak, Kyung Chell ^a   Lee, Woo Yiel ^a   Zheshan, Quan ^b   Lee, Young Hang ^a   Yun, Young Gab ^a   Kwak, Gyu Beum ^c   Chung, Hun Taeg ^a   Kwon, Tae Oh ^a   Chai, Kyu Yun ^a  

^a Wonkwang University   (South Korea)

^b YANBIAN UNIVERSITY   (China)

^c Chonbuk National University   (South Korea)

Author keywords

Copper catalyst; , Difluoroiodomethyl ketone derivatives

Indexed keywords

ACETONITRILE; ALKENE; ALPHA,ALPHA DIFLUOROIODOMETHYL CYCLOHEXYL KETONE; ALPHA,ALPHA DIFLUOROIODOMETHYL KETONE; ALPHA,ALPHA DIFLUOROIODOMETHYL N BUTYL KETONE; ALPHA,ALPHA DIFLUOROIODOMETHYL PHENYL KETONE; COPPER; ESTER; ETHER; FUNCTIONAL GROUP; KETONE; TRIMETHYLSILYL DERIVATIVE; UNCLASSIFIED DRUG;

ADDITION REACTION; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CHEMICAL STRUCTURE; ELECTRON TRANSPORT; GRIGNARD REACTION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PROTON NUCLEAR MAGNETIC RESONANCE; REFORMATSKY REACTION; SOLVENT EFFECT; TEMPERATURE; ULTRAVIOLET IRRADIATION;

EID: 14544283563     PISSN: 02532964     EISSN: None     Source Type: Journal    
DOI: 10.5012/bkcs.2005.26.1.097     Document Type: Article

References (26)

1. Filler, R.; Kobayashi, Y. Biochemical Aspects of Fluorine Chemistry; Elsevier Biochemical Press and Kodansha Ltd.: 1982;
2. b) Filler, R. Biochemistry Involving Carbon-Fluorine Bonds; ACS: Washington D. C., 1976.
3. Welch, J. J. Tetrahedron 1987, 43, 3123.
4. Gelb, M. H.; Svaren, J. P.; Abeles, R. H. Biochem. 1985, 24, 1814.
5. Burkholder, C. R.; Dolbier, W. R.; Medebielle, M. J. Fluorine Chem. 2000, 102, 369.
6. Davis, C. R.; Burton, D. J.; Yang, Z. Y. J. Fluorine Chem. 1995, 70, 135.
7. Elsheimer, S.; Dolbier, W. R.; Muria, M. J. Org. Chem. 1984, 49, 205.
8. (a) Rong, G.; Keese, R. Tetrahedron Lett. 1990, 31, 5615.
9. (b) Huang, W. Y.; Wang, W.; Hung, B. N. Acta Chimical Sinia (Engl. Ed.) 1986, 178.
10. Hung, W. Y.; Zhang, H. J. J. Fluorine Chem. 1990, 50, 133.
11. Lang, R. W.; Schaud, B. Tetrahedron Lett. 1988, 29, 2943.
12. Watanabe, S.; Fajita, T.; Sakamoto, M.; Takeda, H.; Kitazume, T.; Yamazaki, T. J. Fluorine Chem. 1997, 82, 1.
13. (a) Qiu, Z.; Burton, D. J. J. Org. Chem. 1995, 60, 3465.
14. (b) Yang, Z. Y.; Burton, D. J. J. Org. Chem. 1991, 56, 170.
15. (c) Yang, Z. Y.; Burton, D. J. J. Fluorine Chem. 1989, 45, 435.
16. Chen, J.; Hu, C. M. J. Chem. Soc. Perkin Trans 1 1994, 1111.
17. Qiu, Z. M.; Burton, D. J. Tetrahedron Lett. 1994, 35, 1813.
18. (a) Yang, Z. Y.; Burton, D. J. J. Org. Chem. 1992, 57, 5144.
19. (b) Qiu, Z. M.; Burton, D. J. Tetrahedron Lett. 1993, 34, 3239.
20. Kwak, K. C.; Oh, H. C.; Yun, Y. G.; Kim, B. H.; Lee, Y. H.; Chai, K. Y. Bull. Korrean Chem. Soc. 2002, 23(1), 157.
21. (a) Kuroboshi, M.; Ishihara, T. Tetrahedron Lett. 1987, 28, 6481.
22. (b) Kuroboshi, M.; Ishihara, T. Bull. Chem. Soc. Jpn. 1990, 63, 428.
23. Chen, Q. Y.; Yang, Z. Y.; Zhao, C. X.; Qiu, Z. M. J. Chem. Soc. Perkin Trans 1 1998, 563.
24. (a) Welch, J. T. Selective Fluorination in Organic and Bioorganic Chemistry; ACS: Washington, DC, 1991.
25. (b) Yang, Z. Y.; Burton, D. J. Tetrahedron Lett. 1991, 32, 1019.
26. (c) Kitagawa, O.; Miura, A.; Kobayashi, Y.; Taguchi, T. Chem. Lett. 1990, 1011.