Direct alkenylation and alkylation of pyridone derivatives by Ni/AlMe 3 catalysis

Yoshiaki Nakao; Hiroaki Idei; Kyalo Stephen Kanyiva; Tamejiro Hiyama

doi:10.1021/ja907214t

Direct alkenylation and alkylation of pyridone derivatives by Ni/AlMe ₃ catalysis

Yoshiaki Nakao, Hiroaki Idei, Kyalo Stephen Kanyiva, Tamejiro Hiyama

Research output: Contribution to journal › Article › peer-review

141 Citations (Scopus)

Abstract

(Chemical Equation Presented) Regioselective alkenylation and alkylation of 2-pyridone derivatives are achieved through inter- and intramolecular insertion of alkynes, 1,3-dienes, and alkenes into the C(6)-H bond by nickel/AlMe ₃ catalysis. Coordination of the heterocycles to the Lewis acid cocatalyst through their basic carbonyl oxygen is considered to be responsible for the regioselective activation of the C-H bonds, probably through oxidative addition to nickel(0).

Original language	English
Pages (from-to)	15996-15997
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	131
Issue number	44
DOIs	https://doi.org/10.1021/ja907214t
Publication status	Published - 2009 Nov 27
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Chemistry(all)
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja907214t

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title = "Direct alkenylation and alkylation of pyridone derivatives by Ni/AlMe 3 catalysis",

abstract = "(Chemical Equation Presented) Regioselective alkenylation and alkylation of 2-pyridone derivatives are achieved through inter- and intramolecular insertion of alkynes, 1,3-dienes, and alkenes into the C(6)-H bond by nickel/AlMe 3 catalysis. Coordination of the heterocycles to the Lewis acid cocatalyst through their basic carbonyl oxygen is considered to be responsible for the regioselective activation of the C-H bonds, probably through oxidative addition to nickel(0).",

author = "Yoshiaki Nakao and Hiroaki Idei and Kanyiva, {Kyalo Stephen} and Tamejiro Hiyama",

year = "2009",

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AU - Nakao, Yoshiaki

AU - Idei, Hiroaki

AU - Kanyiva, Kyalo Stephen

AU - Hiyama, Tamejiro

PY - 2009/11/27

Y1 - 2009/11/27

N2 - (Chemical Equation Presented) Regioselective alkenylation and alkylation of 2-pyridone derivatives are achieved through inter- and intramolecular insertion of alkynes, 1,3-dienes, and alkenes into the C(6)-H bond by nickel/AlMe 3 catalysis. Coordination of the heterocycles to the Lewis acid cocatalyst through their basic carbonyl oxygen is considered to be responsible for the regioselective activation of the C-H bonds, probably through oxidative addition to nickel(0).

AB - (Chemical Equation Presented) Regioselective alkenylation and alkylation of 2-pyridone derivatives are achieved through inter- and intramolecular insertion of alkynes, 1,3-dienes, and alkenes into the C(6)-H bond by nickel/AlMe 3 catalysis. Coordination of the heterocycles to the Lewis acid cocatalyst through their basic carbonyl oxygen is considered to be responsible for the regioselective activation of the C-H bonds, probably through oxidative addition to nickel(0).

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