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Alkylation of Pyridines at Their 4‐Positions with Styrenes plus Yttrium Reagent or Benzyl Grignard Reagents
Authors:Tomoya Mizumori  Prof. Dr. Takeshi Hata  Prof. Dr. Hirokazu Urabe
Affiliation:Department of Biomolecular Engineering, Graduate School of Bioscience and Biotechnology, Tokyo Institute of Technology, 4259‐B‐59 Nagatsuta‐cho, Midori‐ku, Yokohama, Kanagawa 226‐8501 (Japan)
Abstract: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.
Keywords:alkylation  Grignard reagents  pyridine  regioselectivity  yttrium
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