DMSO-promoted α-bromination of α-aryl ketones for the construction of 2-aryl-2-bromo-cycloketones

Haojiang Zhai; Penghui Li; Hongshuang Wang; Xiaohui Wang

doi:10.1039/d4ob01937g

DMSO-promoted α-bromination of α-aryl ketones for the construction of 2-aryl-2-bromo-cycloketones

Org Biomol Chem. 2025 Jan 6. doi: 10.1039/d4ob01937g. Online ahead of print.

Authors

Haojiang Zhai^{1

2}, Penghui Li³, Hongshuang Wang¹, Xiaohui Wang^{1

2

4}

Affiliations

¹ Laboratory of Chemical Biology, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, Jilin, 130022, China. [email protected].
² School of Applied Chemistry and Engineering, University of Science and Technology of China, Hefei, Anhui, 230026, China.
³ Shenzhen Key Laboratory of Marine Biotechnology and Ecology, College of Life Sciences & Oceanography, Shenzhen University, Shenzhen, 518055, China.
⁴ State Key Laboratory of Brain Machine Intelligence, Zhejiang University, Hangzhou, 311121, China.

PMID: 39760490
DOI: 10.1039/d4ob01937g

Abstract

A DMSO-promoted practical one-step α-bromination reaction of α-aryl ketones with NBS has been developed for the construction of 2-aryl-2-bromo-cycloketones. The desired regioselective α-bromination products were isolated in moderate to good yields, with a maximum tested scale of 15 mmol. Notably, ketamine derivatives could be smoothly synthesized in two steps.