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

Global Center for Science and Engineering

Research output: Contribution to journal › Article

131 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

Fingerprint

ASJC Scopus subject areas

Catalysis
Chemistry(all)
Biochemistry
Colloid and Surface Chemistry

Cite this

Nakao, Y., Idei, H., Kanyiva, K. S., & Hiyama, T. (2009). Direct alkenylation and alkylation of pyridone derivatives by Ni/AlMe ₃ catalysis. Journal of the American Chemical Society, 131(44), 15996-15997. https://doi.org/10.1021/ja907214t

@article{dd485e7bbe87481bb26d7bd784bfc423,

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",

month = nov

day = "27",

doi = "10.1021/ja907214t",

language = "English",

volume = "131",

pages = "15996--15997",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "American Chemical Society",

number = "44",

}

TY - JOUR

T1 - Direct alkenylation and alkylation of pyridone derivatives by Ni/AlMe 3 catalysis

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).

UR - http://www.scopus.com/inward/record.url?scp=70450191686&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=70450191686&partnerID=8YFLogxK

U2 - 10.1021/ja907214t

DO - 10.1021/ja907214t

M3 - Article

C2 - 19835373

AN - SCOPUS:70450191686

VL - 131

SP - 15996

EP - 15997

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

SN - 0002-7863

IS - 44

ER -

Access to Document

10.1021/ja907214t