- A method for synthesis of fluorine compounds using abnormal Grignard reaction of halothane. II. Reaction with aldehydes and unsaturated ketones
-
In an abnormal Grignard reaction of halothane, the primary Grignard reagent reacts with another mole of halothane to give 1-bromo-1-chloro- 2,2,2-trifluoroethylmagnesium bromide, which in turn reacts with a carbonyl compound to give 1-bromo-1-chloro-2,2,2
- Takagi,Takesue,Isowaki,Koyama,Ando,Kumadaki
-
-
Read Online
- Synthesis of fluorine compounds using zinc complex of halothane
-
We have reported the Grignard reaction of Halothane, 2-bromo-2-chloro-1,1,1-trifluoroethane (1), with ketones gave unexpected products, α-(1-bromo-1-chloro-2,2,2-trifluoroethyl)alcohols (4) at a low temperature. However, this reaction hardly proceeded with aldehydes. Now, we found the reaction of 1 with aldehydes in the presence of zinc gave not only products of type 4, but α-(1-chloro-2,2,2-trifluoroethyl)alcohols (3), the expected type of products, under mild conditions in good to moderate yields.
- Takagi, Toshiyuki,Nakamoto, Makoto,Sato, Kazuyuki,Koyama, Mayumi,Ando, Akira,Kumadaki, Itsumaro
-
p. 12667 - 12676
(2007/10/03)
-
- Efficient Carbonyl Addition of Polyfluorochloroethyl, -ethylidene, and -ethenyl Units by Means of 1,1,1-Trichloro-2,2,2-trifluoroethane and Zinc
-
Thermally stable zinc carbenoid CF3CCl2ZnCl was prepared from 1,1,1-trichloro-2,2,2-trifluoroethane and zinc powder in N,N-dimethylformamide and was allowed to add to carbonyls of aldehydes and α-keto esters in excellent yields to give 1-substituted 2,2-d
- Fujita, Makoto,Hiyama, Tamejiro
-
p. 4377 - 4384
(2007/10/02)
-
- EFFICIENT CARBON-CARBON BOND FORMATION WITH THERMALLY STABLE 1,1-DIHALO-2,2,2-TRIFLUOROETHYLZINC REAGENT
-
The zinc carbenoids CF3CX2ZnX, prepared from CF3CX3 and zinc powder in dimethylformamide, were found thermally stable to add to aldehyde carbonyls in excellent yields.
- Fujita, Makoto,Morita, Tomoe,Hiyama, Tamejiro
-
p. 2135 - 2138
(2007/10/02)
-