Issue 7, 2025
From the journal:

Organic & Biomolecular Chemistry

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

Haojiang Zhai,ab   Penghui Li,c   Hongshuang Wang*a  and  Xiaohui Wang ORCID logo *abd  

* Corresponding authors

a Laboratory of Chemical Biology, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, Jilin, China
E-mail: hongshuang.wang@ciac.ac.cn, xiaohui.wang@ciac.ac.cn

b School of Applied Chemistry and Engineering, University of Science and Technology of China, Hefei, Anhui, China

c Shenzhen Key Laboratory of Marine Biotechnology and Ecology, College of Life Sciences & Oceanography, Shenzhen University, Shenzhen, China

d State Key Laboratory of Brain Machine Intelligence, Zhejiang University, Hangzhou, China

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.

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

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Article information

DOI
https://doi.org/10.1039/D4OB01937G
Article type
Paper
Submitted
29 Nov 2024
Accepted
24 Dec 2024
First published
27 Dec 2024

Org. Biomol. Chem., 2025,23, 1627-1632

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

H. Zhai, P. Li, H. Wang and X. Wang, Org. Biomol. Chem., 2025, 23, 1627 DOI: 10.1039/D4OB01937G

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