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Visible-light-promoted<i>E</i>-selective synthesis of α-fluoro-β-arylalkenyl sulfides<i>via</i>the deoxygenation/isomerization process

Yuxiu Li, Xiangqian Li, Xiaowei Li, Dayong Shi

2021Chemical Communications28 citationsDOI

Abstract

Regioselective synthesis of α-fluoro-β-arylalkenyl sulfides has been established with gem-difluoroalkenes and sodium sulfinates in a transition-metal-free manner. A series of control experiments were executed to demonstrate thiol radicals and anions as the proposed intermediates. Notably, regioselective Z→E isomerization was achieved under green light irradiation in the absence of a photoinitiator.

Topics & Concepts

DeoxygenationIsomerizationChemistryRegioselectivityVisible spectrumPhotochemistryOrganic chemistryCatalysisMaterials scienceOptoelectronicsSulfur-Based Synthesis TechniquesFluorine in Organic ChemistryRadical Photochemical Reactions
Visible-light-promoted<i>E</i>-selective synthesis of α-fluoro-β-arylalkenyl sulfides<i>via</i>the deoxygenation/isomerization process | Litcius