Reactions of 1,4-Bis(trimethylsilyl)-1,4-dihydropyridines with Carbonyl Compounds: A New Method for Regioselective Synthesis of 3-Alkylpyridines
作者:Otohiko Tsuge、Shuji Kanemasa、Toshio Naritomi、Junji Tanaka
DOI:10.1246/bcsj.60.1497
日期:1987.4
A new method for the alkyl group introduction at the 3-position of pyridienes is described: Reductive disilylation of pyridine, its 2-methyl, 3-methyl, and 4-methyl derivatives affords the corresponding 1,4-disilyl-1,4-dihydropyridines. In the presence of a catalytic amount of tetrabutylammonium fluoride, these dihydropyridines smoothly react with a variety of aldehydes and ketones to give 3-alkylpyridines
描述了在吡啶的 3-位引入烷基的新方法:吡啶的还原二甲硅烷基化,其 2-甲基、3-甲基和 4-甲基衍生物提供相应的 1,4-二甲硅烷基-1,4-二氢吡啶类。在催化量的四丁基氟化铵存在下,这些二氢吡啶与各种醛和酮顺利反应生成 3-烷基吡啶。