Preparation of 1-bromo-1-chloro-,1,1-dibromo- or 1,1-dichloroalk-1-enes from ketones

Synthesis

Volumn , Issue 1, 2000, Pages 109-112

  Rezaei, Hadi ^a   Normant, Jean F ^a  

^a CNRS   (France)

Author keywords

Eliminations; Gem dihaloalkenes; Halides; Halogens; Ketones; Trihalomethyl carbenoids

Indexed keywords

ALKANOL; ALKENE; CARBENOID; HALIDE; HALOGEN; KETONE;

ARTICLE; BROMINATION; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CHLORINATION; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS;

EID: 0033983412     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2000-6225     Document Type: Article

References (15)

1. Ramirez, F.; Desai, N.B.; Mac Kelvie, N. J. Am. Chem. Soc. 1962, 84, 1745.
2. Corey, E.J.; Fuchs, P.L. Tetrahedron Lett. 1972, 3769.
3. Olah, G.A.; Wu, A. Synthesis 1990, 885.
4. Savignac. Ph.; Coutrot, Ph. Synthesis 1976, 197.
5. Harada, T.; Katsuhira, T.; Hara, D.; Kotani, Y.; Macjina, K.; Kaji, R.; Oku, A. J. Org. Chem. 1993, 58, 4897.
6. Villieras, J.; Bacquet, C.; Masure, D.; Normant, J.F. J. Organomet.Chem. 1973, 50, C7; and references cited therein.
7. Burgess, E.M. J. Org. Chem. 1973, 38, 26.
8. Villiéras, J.; Baquet, C.; Normant, J.F. Bull. Soc. Chim. Fr. 1974, 1731.
9. Shimizu, M.; Yamada, N.; Takebe, Y.; Hata, T.; Kuroboshi, M.; Hiyama, T. Bull. Chem. Soc. Jpn. 1998, 71, 2903.
10. 12 on the contrary, has been described in a number of cases, see for example: Appel, R. Angew. Chem. 1975, 87, 863; Angew. Chem. Int. Ed. Eng. 1975, 14, 801. Du Jassonneix, B. Bull.Soc.Chim.Fr. 1975, 758. Colonge, J.; Lartigau, G. Bull. Soc. Chim. Fr. 1965, 738.
11. 12 on the contrary, has been described in a number of cases, see for example: Appel, R. Angew. Chem. 1975, 87, 863; Angew. Chem. Int. Ed. Eng. 1975, 14, 801. Du Jassonneix, B. Bull.Soc.Chim.Fr. 1975, 758. Colonge, J.; Lartigau, G. Bull. Soc. Chim. Fr. 1965, 738.
12. 12 on the contrary, has been described in a number of cases, see for example: Appel, R. Angew. Chem. 1975, 87, 863; Angew. Chem. Int. Ed. Eng. 1975, 14, 801. Du Jassonneix, B. Bull.Soc.Chim.Fr. 1975, 758. Colonge, J.; Lartigau, G. Bull. Soc. Chim. Fr. 1965, 738.
13. 12 on the contrary, has been described in a number of cases, see for example: Appel, R. Angew. Chem. 1975, 87, 863; Angew. Chem. Int. Ed. Eng. 1975, 14, 801. Du Jassonneix, B. Bull.Soc.Chim.Fr. 1975, 758. Colonge, J.; Lartigau, G. Bull. Soc. Chim. Fr. 1965, 738.
14. Lakhrissi, M.; Chapleur, Y. J. Org. Chem. 1994, 59, 5752.
15. gem-Diiodoalkenes derived from aliphalic ketones have been prepared from diethyl diiodomethylphosphonate: Bonnet, B.; Le Gallic, Y.; Plé, G.; Duhamel, L. Synthesis 1993, 1071.