A convenient method for the regioselective synthesis of 4-alkyl(aryl)pyridines using pyridinium salts.
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概要
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RCu·BF<SUB>3</SUB> reacted with 1-ethoxycarbonylpyridinium chloride at the 4-position with almost complete regio-selectivity (>99%) to afford the corresponding 1,4-dihydropyridine derivatives in high yields (81–94%). The dihydropyridines were oxidized by oxygen to give 4-alkyl(aryl)pyridines (38–68%). Grignard reagents also reacted with 1-<I>t</I>-butyldimethylsilylpyridinium triflate with almost complete regioselectivity (>99%) to afford the corresponding 1,4-dihydropyridines, which were easily oxidized by oxygen to give 4-substituted pyridines in higher yields than above (58–70%).
- 公益社団法人 日本化学会の論文
著者
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Akiba Kin-ya
Department Of Chemistry Faculty Of Science Hiroshima University
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Wada Makoto
Department Of Chemistry Faculty Of Integrated Arts And Sciences The University Of Tokushima
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Iseki Y\={u}ji
Department of Chemistry, Faculty of Science, Hiroshima University
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