Electrochemical Induced Regio‐ and Stereoselective Difunctionalization of Alkynes: The Synthesis of (E)‐β‐Iodovinyl Sulfones

An efficient, green, and oxidant‐free electrochemical method for alkyne difunctionalization was described. Using undivided electrochemical cell for iodosulfonylation of alkynes with commercially available iodide radical (NaI), arylsulfonyl radical (ArSO2NHNH2) sources, a variety of (E)‐β‐iodovinyl s...

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Veröffentlicht in:European journal of organic chemistry 2021-08, Vol.2021 (30), p.4284-4287
Hauptverfasser: Zhang, Xinghua, Lu, Danna, Wang, Zhenwei
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Sprache:eng
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Zusammenfassung:An efficient, green, and oxidant‐free electrochemical method for alkyne difunctionalization was described. Using undivided electrochemical cell for iodosulfonylation of alkynes with commercially available iodide radical (NaI), arylsulfonyl radical (ArSO2NHNH2) sources, a variety of (E)‐β‐iodovinyl sulfones were obtained in one‐pot with wide substrate scope, excellent regio‐ and stereoselectivity under mild and ecofriendly conditions. An efficient method for electrochemical iodosulfonylation of alkynes was developed under oxidant‐free condition. This procedure affords valuable β‐iodovinyl sulfones with broad substrate scope, excellent regio‐ and stereoselectivity. Moreover, this facile protocol can be applied to gram‐scale synthesis of (E)‐β‐iodovinyl sulfone.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.202100505