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Improved Negishi Cross‐Coupling Reactions of an Organozinc Reagent Derived from l‐Aspartic Acid with Monohalopyridines
Authors:Toyonobu Usuki  Hiroto Yanuma  Takahiro Hayashi  Haruka Yamada  Noriyuki Suzuki  Yoshiro Masuyama
Institution:Department of Materials and Life Sciences, Faculty of Science and Technology, Sophia University, Tokyo, Japan
Abstract:The Negishi cross‐coupling reaction of an organozinc derivative prepared from protected l ‐aspartic acid with monohalopyridines was improved by employing a combination catalyst of Pd2(dba)3 and P(2‐furyl)3 and removing an extra Zn from the organozinc reagent via centrifugation. The reactivity of halogenated pyridines (Cl, Br, I) with substituents at the C2, C3, and C4 positions of the pyridine ring was investigated, and it was found that the use of 4‐iodopyridine as a substrate gave the best yield (90%) for the cross‐coupling reaction.
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