Chemoselective C-H Hydroxylation and Borylation of N-Phenylbenzamides using BBr3

被引：3

作者：

Chen, Weiming ^{[1
]}

Xia, Jiatao ^{[1
]}

Huang, Jiuzhong ^{[1
]}

Zhou, Lianlian ^{[1
]}

Wu, Gaorong ^{[1
]}

机构：

[1] Gannan Med Univ, Sch Pharmaceut Sci, Ganzhou 341000, Peoples R China

来源：

ORGANIC LETTERS | 2024年 / 26卷 / 22期

关键词：

ESTERS;

D O I：

10.1021/acs.orglett.4c01244

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel metal-free chemoselective C-H hydroxylation and borylation of N-phenylbenzamides using BBr3 is described. The protocol generates the corresponding phenols and arylboronic esters in moderate to excellent yields under mild conditions with brilliant chemoselectivity. Additionally, this strategy can be realized in one pot, and several potential bioactive derivatives can be synthesized efficiently. Density functional theory calculations certify that the preferred pathway for this metal-free C-H hydroxylation process is the formation of a five-membered boracycle.

引用

页码：4631 / 4636

页数：6

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