A Bi(OTf)3‑Promoted Hydrosulfonylation of Alkenes with Sulfonyl Hydrazides: An Approach to Branched Sulfones
Zheng Zhou1, Qianqian Liu1, Zhibin Huang1,*（黄志斌）, and Yingsheng Zhao1,2,*（赵应声）
1 Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, China
2 School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453000, P. R. China
Org. Lett. 2022, 24, 4433--4437
The Bi(OTf)3-promoted hydrosulfonylation of alkenes with sulfonyl hydrazides to produce branched sulfones is reported, in which various branched sulfones (>40 examples) have been prepared in moderate to good yields. The gram-scale reaction and synthesis of the experimental inhibitor precursor showed the potential application. A preliminary mechanistic study revealed that double-bond migration to form the α,β-conjugated alkene is crucial for this transformation.