Selective mono-alkylation of N-methoxybenzamides

Selective mono-alkylation of N-methoxybenzamides
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N-甲氧基苯甲酰胺的选择性单烷基化

DOI:
10.1039/c7cc01201b
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发表时间:
2017
影响因子:
4.9
通讯作者:
Huang Jianhui
Huang Jianhui
中科院分区:
化学2区
文献类型:
--
作者:
Chen Zenghua;Hu Le'an;Zeng Fanyun;Zhu Ranran;Zheng Shasha;Yu Qingzhen;Huang Jianhui

文献摘要

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我们报道了我们的最新发现,降冰片烯衍生物在含有简单单齿配位基团的芳烃上调节了高度单选择性的邻位C-H活化烷基化反应。该反应的特点是使用了容易获得的苯甲酰胺和烷基卤化物。在研究过程中,我们合成了30个单烷基芳基酰胺,产率较高,具有较好的单选择性。我们还证明了结构刚性的烯烃,如降冰片烯及其衍生物,是一类很好的配体,可以用于未来的直接C-H官能化。降冰片烯类配体在C-H活化过程中的辅助作用为未来使用直接C-H官能化策略进行分子设计打开了一个新的窗口。
We report our latest discovery of norbornene derivative modulated highly mono-selective ortho-C–H activation alkylation reactions on arenes bearing simple mono-dentate coordinating groups. The reaction features the use of readily available benzamides and alkyl halides. During the study, we prepared 30 mono-alkylated aryl amides in good yields with good mono-selectivity. We have also demonstrated that structurally rigid alkenes such as norbornene and its derivatives are a good class of ligand and could be used for future direct C–H functionalizations. The utilization of norbornene type ligands for assistance in C–H activation processes has opened a new window for future molecular design using direct C–H functionalization strategies.