- Chemistry of Novel Compounds with Multifunctional Carbon Structure. 5. Molecular Design of Versatile Building Blocks for Aliphatic Monofluoro Molecules by Manipulation of Multifunctional Carbon Structure
-
Three kinds of doubly functionalized monofluoromethylene fragments, 1-fluoro-1-nitro-1-(phenylsulfonyl)alkanes (10), 2-fluoro-2-(phenylsulfonyl)alkanoic esters (11), and 2-fluoro-2-nitroalkanoic esters (12), potentially versatile building blocks for the general synthesis of various aliphatic monofluoro molecules, were prepared from the corresponding difunctional compounds 1-3 by monoalkylation (R) and selective fluorinations.The interconversion or reductive removal of each functional group in 10-12 followed by the introduction of the second alkyl groups (R') at the fluorine-bearing carbon atom was examined.Compounds 12 proved to be useful and practical building blocks for conversions to the various monofluoroalkanes 20-26.
- Takeuchi, Yoshio,Nagata, Kazuhiro,Koizumi, Toru
-
p. 5453 - 5459
(2007/10/02)
-
- The First Versatile and Practical Building Blocks Equivalent to the Synthon of Monofluoromethylene Dicarbanion
-
New monofluorinated synthons have been prepared.The use of α-fluoro-α-nitro carboxylic esters as versatile building blocks was demonstrated by their conversion to various monofluorinated compounds via fluoromethyl anion and fluoromethylene dianion equivalents.
- Takeuchi, Yoshio,Nagata, Kazuhiro,Koizumi, Toru
-
p. 5061 - 5063
(2007/10/02)
-