Nickel-Catalyzed Ipso-Borylation of Silyloxyarenes via C–O Bond Activation

Nickel-Catalyzed Ipso-Borylation of Silyloxyarenes via C–O Bond Activation
复制标题

镍催化 C−O 键活化的甲硅烷基氧基芳烃的原硼化反应

DOI:
10.1021/acs.orglett.1c01280
复制
发表时间:
2021
期刊:
影响因子:
5.2
通讯作者:
Montgomery, John
Montgomery, John
中科院分区:
化学1区
文献类型:
--
作者:
Pein, Wesley L.;Wiensch, Eric M.;Montgomery, John

文献摘要

相似文献

介绍了镍催化下甲硅氧基芳烃转化为硼酸频哪醇酯的反应。与惰性C-O键的其他硼基化方案相比,该方法能够在缺乏定向基团的孤立芳族体系中活化甲硅烷基氧基芳烃的碳-氧键。苄基硅醚的催化功能化也实现了在这些条件下。通过利用甲硅烷基氧基芳烃的正交反应性实现了顺序交叉偶联反应,随后可以将其官能化。
The conversion of silyloxyarenes to boronic acid pinacol esters via nickel catalysis is described. In contrast to other borylation protocols of inert C–O bonds, the method is competent in activating the carbon–oxygen bond of silyloxyarenes in isolated aromatic systems lacking a directing group. The catalytic functionalization of benzyl silyl ethers was also achieved under these conditions. Sequential cross-coupling reactions were achieved by leveraging the orthogonal reactivity of silyloxyarenes, which could then be functionalized subsequently.