Bicyclo[1.1.1]pentanes (BCPs) represent an important compound class often used as linear spacer units to enhance pharmacokinetic profiles in modern drug design. Herein, we report a cascade multicomponent reaction to synthesize -difluoroallylic bicyclo[1.1.1]pentanes visible light-induced defluorinative -difluoroallylation of [1.1.1]propellane. In this methodology, sulfonyl radicals generated from sodium arylsulfinates added to [1.1.1]propellane to form BCP radicals were then trapped by α-trifluoromethyl alkenes to form -difluoroallylic bicyclo[1.1.1]pentanes. Importantly, our methodology is characterized by mild reaction conditions, wide reactant scope, and suitable functional group tolerance.

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http://dx.doi.org/10.1039/d3cc00822cDOI Listing

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