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High Chemoselectivity in the Construction of Aryl Methyl Sulfones via an Unexpected C-S Bond Formation between Sulfonylhydrazides and Dimethyl Phosphite

Teng Liu, Shiwen Yu, Xiang Shen, Yixian Li, Jianjun Liu, Chao Huang*, Feixiang Cheng*

*Qujing Normal University, Qujing, 655011; Yunnan Minzu University, Kunming, 650500, P. R. of China, Email: chengfx2019163.com, huangchaoynu.edu.cn

T. Liu, S. Yu, X. Shen, Y. Li, J. Liu, C. Huang, F. Cheng, Synthesis, 2022, 54, 153-160.

DOI: 10.1055/a-1581-2271


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Abstract

NaI catalyzes a highly chemoselective route to aryl methyl sulfones under mild conditions via an unexpected C-S bond formation between sulfonylhydrazides and dimethyl phosphite as a stable and readily available alkyl source. This transformation provides an alternative and metal-free pathway to various aryl methyl sulfones in very good yields.


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Key Words

C-S bond formation, dialkyl phosphites, methyl sulfones


ID: J66-Y2022