Citation: Hongdou Zhang, Jun Xu, Yani Ouyang, Xiaoguang Yue, Chenxin Zhou, Zhigang Ni, Wanmei Li. Molecular oxygen-mediated selective hydroxyalkylation and alkylation of quinoxalin-2(1H)-ones with alkylboronic acids[J]. Chinese Chemical Letters, ;2022, 33(4): 2036-2040. doi: 10.1016/j.cclet.2021.09.069 shu

Molecular oxygen-mediated selective hydroxyalkylation and alkylation of quinoxalin-2(1H)-ones with alkylboronic acids

College of Material, Chemistry and Chemical Engineering, Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou 311121, China

nizgang@hznu.edu.cn

liwanmei@hznu.edu.cn

Received Date: 4 August 2021
Revised Date: 6 September 2021
Accepted Date: 22 September 2021
Available Online: 26 September 2021

Figures(6)

Herein, an efficient molecular oxygen-mediated method for the selective hydroxyalkylation and alkylation of quinoxalin-2(1H)-ones with alkylboronic acids under transition-metal free conditions has been developed. This strategy demonstrates a broad scope of quinoxalin-2(1H)-ones and alkylboronic acids, giving 3-hydroxyalkylquinoxalin-2(1H)-ones and 3-alkylquinoxalin-2(1H)-ones in moderate-to-good yield. Control experiments reveal that a radical pathway is involved.
- Quinoxalin-2(1H)-ones,
- Molecular oxygen,
- Alkyl boric acid,
- C-C, C-O bond formations
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