93293-25-5Relevant articles and documents
REGIOSELECTIVE ALKYL GROUP INTRODUCTION AT THE 3-POSITION OF PYRIDINE VIA 1,4-BIS(TRIMETHYLSILYL)-1,4-DIHYDROPYRIDINE
Tsuge, Otohiko,Kanemasa, Shuji,Naritomi, Toshio,Tanaka, Junji
, p. 1255 - 1258 (1984)
The reaction of 1,4-bis(trimethylsilyl)-1,4-dihydropyridine with aldehydes and ketones in the presence of tetrabutylammonium fluoride offers a convenient method for the preparation of 3-alkylpyridines.
Reactions of 1,4-Bis(trimethylsilyl)-1,4-dihydropyridines with Carbonyl Compounds: A New Method for Regioselective Synthesis of 3-Alkylpyridines
Tsuge, Otohiko,Kanemasa, Shuji,Naritomi, Toshio,Tanaka, Junji
, p. 1497 - 1504 (2007/10/02)
A new method for the alkyl group introduction at the 3-position of pyridines is described: Reductive disilylation of pyridine, its 2-methyl, 3-methyl, and 4-methyl derivatives affords the corresponding 1,4-disilyl-1,4-dihydropyridines.Tn the presence of a catalytic amount of tetrabutylammonium fluoride, these dihydropyridines smoothly react with a variety of aldehydes and ketones to give 3-alkylpyridines.