Journal
SYNLETT
Volume 32, Issue 4, Pages 378-382Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0040-1706681
Keywords
visible light; redox-neutral; difunctionalization of alkene; cyclopropane; organophosphine
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This method achieves the redox-neutral phosphonylation of alkenes through visible-light catalysis, synthesizing various organophosphorus-containing three-membered carbocyclic scaffolds. The protocol shows good functional group tolerance, broad substrate scope, high yields, and mild reaction conditions.
Phosphonylation of alkenes is important for the generation of valuable organophosphines. However, redox-neutral difunctionalization of alkenes with readily available H-P(O) compounds remains underdeveloped. Herein, we report the first visible-light-driven redox-neutral phosphonoalkylation of alkenes. A variety of organophosphorus-containing three-membered carbocyclic scaffolds are synthesized from alkene-bearing alkyl sulfonates with H-P(O) compounds. The transition-metal-free protocol displays good functional group tolerance, broad substrate scope, high yields, and mild reaction conditions.
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