The
influence of fluorine atoms and fluoroalkyl groups on
physicochemical
and pharmacokinetic properties of organic
compounds
is no doubt today [1]. Up to 25% of all pharmaceuticals
and 40% of agrochemicals contain at least one fluorine
atom.
Huge fraction of these compounds bears the trifluoromethyl-substituted
aromatics, e.g. trifluoromethylanilines [2].
Although
conceptually attractive, however, anilines bearing
other
fluoroalkyl groups attracted almost no attention so far.
Presumably,
the absence of practical approaches towards these
compounds
renders their subsequent practical application. To
fill
in this gap, previously we described the synthesis of
isometric
(2,2,2-trifluoroethyl)anilines [3]. Herein, we report
on
the multigram preparation of three isomers of (3,3,3trifluoropropyl)aniline
(1a-c).
The influence of fluorine atoms and fluoroalkyl groups onphysicochemical and pharmacokinetic properties of organiccompounds is no doubt today [1]. Up to 25% of all pharmaceuticalsand 40% of agrochemicals contain at least one fluorineatom. Huge fraction of these compounds bears the trifluoromethyl-substitutedaromatics, e.g. trifluoromethylanilines [2].Although conceptually attractive, however, anilines bearingother fluoroalkyl groups attracted almost no attention so far.Presumably, the absence of practical approaches towards thesecompounds renders their subsequent practical application. Tofill in this gap, previously we described the synthesis ofisometric (2,2,2-trifluoroethyl)anilines [3]. Herein, we reporton the multigram preparation of three isomers of (3,3,3trifluoropropyl)aniline(1a-c).
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