Synthesis of aminomethylated 4-fluoropiperidines and 3-fluoropyrrolidinesElectronic supplementary information (ESI) available: Experimental procedures and spectroscopic data for compounds 6-8, 10, and 17-20 is available. See DOI: 10.1039/c003380d

A short and efficient synthesis of 4-aminomethyl-4-fluoropiperidines and 3-aminomethyl-3-fluoropyrrolidines is described. These fluorinated azaheterocycles are of specific interest as bifunctional building blocks for fluorinated pharmaceutical compounds. The key step of the synthetic pathway involve...

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Bibliographic Details
Main Authors Verniest, Guido, Piron, Karel, Van Hende, Eva, Thuring, Jan Willem, Macdonald, Gregor, Deroose, Frederik, De Kimpe, Norbert
Format Journal Article
LanguageEnglish
Published 19.05.2010
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Summary:A short and efficient synthesis of 4-aminomethyl-4-fluoropiperidines and 3-aminomethyl-3-fluoropyrrolidines is described. These fluorinated azaheterocycles are of specific interest as bifunctional building blocks for fluorinated pharmaceutical compounds. The key step of the synthetic pathway involves the regioselective bromofluorination of N -Boc-4-methylenepiperidine and 3-methylenepyrrolidine using Et 3 N.3HF and NBS. A short and efficient synthesis of 4-aminomethyl-4-fluoropiperidines and 3-aminomethyl-3-fluoropyrrolidines is described. These fluorinated azaheterocycles are of specific interest as bifunctional building blocks for fluorinated pharmaceutical compounds.
Bibliography:10.1039/c003380d
6-8
is available. See DOI
and
17-20
Electronic supplementary information (ESI) available: Experimental procedures and spectroscopic data for compounds
,
10
ISSN:1477-0520
1477-0539
DOI:10.1039/c003380d