Direct Alkenylation and Alkylation of Pyridone Derivatives by Ni/AlMe3 Catalysis

Direct Alkenylation and Alkylation of Pyridone Derivatives by Ni/AlMe3 Catalysis
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DOI:
10.1021/ja907214t
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发表时间:
2009-11-11
影响因子:
15
通讯作者:
Hiyama, Tamejiro
Hiyama, Tamejiro
中科院分区:
化学1区
文献类型:
--
作者:
Nakao, Yoshiaki;Idei, Hiroaki;Hiyama, Tamejiro

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2-吡啶酮衍生物的区域选择性烯基化和烷基化通过在镍/AlMe 3催化下将炔、1,3-二烯和烯烃插入到C(6)-H键中来实现。杂环通过其碱性羰基氧与刘易斯酸助催化剂的配位被认为是C-H键的区域选择性活化的原因,可能是通过与镍(0)的氧化加成。
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/AlMe3 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).