Photoredox-Catalyzed C-H Trideuteromethylation of Quinoxalin-2(1 H)-ones with CDCl3 as the "CD3" source

Mei-Chun Wu; Ming-Zhi Li; Yi-Xuan Chen; Fang Liu; Jun-An Xiao; Kai Chen; Hao-Yue Xiang; Hua Yang

doi:10.1021/acs.orglett.2c02439

Photoredox-Catalyzed C-H Trideuteromethylation of Quinoxalin-2(1 H)-ones with CDCl₃ as the "CD₃" source

Org Lett. 2022 Sep 9;24(35):6412-6416. doi: 10.1021/acs.orglett.2c02439. Epub 2022 Aug 28.

Authors

Mei-Chun Wu^{1

2}, Ming-Zhi Li¹, Yi-Xuan Chen¹, Fang Liu¹, Jun-An Xiao³, Kai Chen¹, Hao-Yue Xiang^{1

4}, Hua Yang¹

Affiliations

¹ College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P. R. China.
² College of Chemistry and Chemical Engineering, Huaihua University, Huaihua 418008, P. R. China.
³ College of Chemistry and Materials Science, Nanning Normal University, Nanning 530001, P. R. China.
⁴ School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007, P. R. China.

PMID: 36030418
DOI: 10.1021/acs.orglett.2c02439

Abstract

Herein, readily available and inexpensive CDCl₃ was first identified as a new trideuteromethylation reagent under photoredox-catalyzed conditions. Thus, a facile photocatalytic protocol for the C-H trideuteromethylation of quinoxalin-2(1H)-one was achieved. This operationally straightforward transformation displays a broad scope and provides a new route to introduce the trideuteromethyl group (CD₃) with excellent levels of deuterium content.