Wen Xiaoqing, Li Mengxin, Peng Xiaoyan, Liu Chuanli, Zhong Xianglin, Tan Rui, Jiang Hezhong, Li Jiahong
School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610031, China.
J Org Chem. 2024 Oct 4;89(19):14255-14264. doi: 10.1021/acs.joc.4c01681. Epub 2024 Sep 12.
A simple and high-yielding strategy to produce a variety of β-keto sulfides using asymmetrical and symmetrical thiosulfonates with ketones under mild conditions is reported. It was found that the various substituted compounds, with both electron-withdrawing and electron-donating substituents, afforded a wide range of β-keto thiosulfones (α-thioaryl-β-keto sulfones) in moderate to high yields. The transformations were reliable at the gram-scale, thus illustrating their efficiency and practicality. A plausible mechanism for the protocol is also proposed.
