Practical Routes to 2,6-Disubstituted Pyridine Derivatives

Autor:	Lucie Vandromme, Hans-Ulrich Reißig, Susie Gröper, Jürgen P. Rabe
Rok vydání:	2008
Předmět:	chemistry.chemical_classification Chemistry Aryl Organic Chemistry Grignard reaction Halogenation Combinatorial chemistry Catalysis chemistry.chemical_compound Pyridine Halogen Organic chemistry Moiety Physical and Theoretical Chemistry Alkyl
Zdroj:	European Journal of Organic Chemistry. 2008:2049-2055
ISSN:	1099-0690 1434-193X
DOI:	10.1002/ejoc.200701200
Popis:	We report the synthesis of a series of 2,6-disubstitutedpyridines in a straightforward manner starting from readily available 2-substituted pyridines. The main sequence involves a selective α-lithiation reaction with halogen functionalization followed by a Grignard reaction catalyzed by Fe(acac)3. After demonstration of the easy feasibility of this strategy by synthesizing 2,6-disubstituted pyridines 1, the route was applied to obtain pyridine derivatives bearing electron-donating or electron-withdrawing groups. Thus, a series of pyridines bearing an aryl moiety in the 6-position and an alkyl chain in the 2-position was obtained. The pyridines were studied for their self-assembly abilities at the interface between an organic solution and the basal plane of graphite. Preliminary STM results for one compound are reported.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::8299ec5e5582a0ff565bcb48f197610a https://doi.org/10.1002/ejoc.200701200 Zobrazit plný text záznamu Plný text