Alkylation of pyridines at their 4-positions with styrenes plus yttrium reagent or benzyl Grignard reagents.
A new regioselective alkylation of pyridines at their 4-position was achieved with styrenes in the presence of yttrium trichloride, BuLi, and diisobutylaluminium hydride (DIBAL-H) in THF. Alternatively, similar products were more simply prepared from pyridines and benzyl Grignard reagents. These reactions are not only a useful preparation of 4-substituted pyridines but are also complementary to other relevant reactions usually giving 2-substituted pyridines.
['Mizumori|Tomoya|T|', 'Hata|Takeshi|T|', 'Urabe|Hirokazu|H|']
D000478:Alkylation D005663:Furans D058116:Lewis Acids D009942:Organometallic Compounds D011725:Pyridines D013237:Stereoisomerism D013343:Styrenes D015019:Yttrium
alkylation pyridine yttrium Grignard reagents regioselectivity