Synthesis of β-iodovinyl sulfones direct photoinitiated difunctionalization of internal alkynes

The reaction of direct photoinitiated iodosulfonylation of internal acetylenes with p -tolylsulfonyl iodide and its regioselectivity of the products was studied. Methods for the subsequent functionalization of β-iodovinylsulfones using cross-coupling reactions to obtain valuable and non-available co...

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Veröffentlicht in:Organic & biomolecular chemistry 2023-05, Vol.21 (18), p.3844-3849
Hauptverfasser: Abramov, Vladimir A, Topchiy, Maxim A, Rasskazova, Maria A, Drokin, Egor A, Sterligov, Grigorii K, Shurupova, Olga V, Malysheva, Anna S, Rzhevskiy, Sergey A, Beletskaya, Irina P, Asachenko, Andrey F
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Zusammenfassung:The reaction of direct photoinitiated iodosulfonylation of internal acetylenes with p -tolylsulfonyl iodide and its regioselectivity of the products was studied. Methods for the subsequent functionalization of β-iodovinylsulfones using cross-coupling reactions to obtain valuable and non-available compounds are proposed. Direct iodosulfonylation of internal alkynes with sulfonyl iodides, photoinitiated by violet LED light, proceeds under mild conditions, transition metals and photocatalyst free. Reaction has good functional group tolerance and high product yields.
ISSN:1477-0520
1477-0539
DOI:10.1039/d3ob00437f