A strategy for C-H activation of pyridines: Direct C-2 selective alkenylation of pyridines by Nickel/Lewis acid catalysis
A strategy for C-H activation of pyridines: Direct C-2 selective alkenylation of pyridines by Nickel/Lewis acid catalysis
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DOI：
10.1021/ja710766j
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发表时间：
2008-02-27
影响因子：
15
通讯作者：
Hiyama, Tamejiro
中科院分区：
文献类型：
--
作者：
Nakao, Yoshiaki;Kanyiva, Kyalo Stephen;Hiyama, Tamejiro
吡啶衍生物的C-2选择性烯基化是用镍和路易斯酸组成的催化剂实现的。使用二有机锌化合物作为路易斯酸催化剂产生C-2单烯基化产物，而AIMe(3)改变反应过程以产生C-2二烯基化产物，其衍生自炔烃双插入C(2)-H键。与之前吡啶直接 GM 功能化的例子相比，该反应表现出广泛的底物范围，并在温和条件下具有高化学、区域和立体选择性。
The C-2 selective alkenylation of pyridine derivatives is achieved with a catalyst consisting of nickel and Lewis acid. Use of diorganozinc compounds as the Lewis acid catalyst gives C-2 monoalkenylation products, whereas AIMe(3) changes the reaction course to afford C-2 dienylated products, which are derived from double insertion of alkynes into the C(2)-H bond. The reaction demonstrates a broad substrate scope and proceeds with high chemo-, regio-, and stereoselectivities under mild conditions compared with previous examples of direct GM functionalization of pyridines.