Calcium(II)-Mediated Three-Component Selenylation of <i>gem</i>-Difluoroalkenes: Access to α,α-Difluoroalkyl-β-selenides

Minyao Kuang, Haokun Chen, Yuwei Liu, Jianlian Huang, Zhongyi Zeng, Zhi Zhou, Haoran Li, Wei Yi, Shengdong Wang

Organic Letters · 2024 · 10 citations · 39 references

Concepts

Abstract

A calcium-mediated three-component selenylation of gem -difluoroalkenes using alcohols as nucleophiles and N -(phenylseleno)phthalimide as the selenylation agent has been developed for the efficient synthesis of various α,α-difluoroalkyl-β-selenides. This selenylation reaction exhibits broad substrate and functional group tolerance, along with high levels of chemo- and regioselectivity. Additionally, the synthetic utility of the developed transformation in the late-stage functionalization of drug molecules was demonstrated.

References

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