Reductive Cross-Coupling of a Vinyl Thianthrenium Salt and Secondary Alkyl Iodides

Beatrice Lansbergen,Srija Tewari, Ireneusz Tomczyk, Maik Seemann, Henning Louis Buchholz, Mike Rippegarten, Daniel Chamier Cieminski,Fabio Julia,Tobias Ritter

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION(2023)

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Abstract
We report the first reductive vinylation of alkyl iodides. The reaction uses a vinyl thianthrenium salt, a palladium catalyst, and an alkyl zinc intermediate formed in situ to trap the LnPdII(vinyl) complex formed after oxidative addition before it undergoes undesired homocoupling to form butadiene.
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Key words
Alkylation,Late Stage Functionalization,Reductive Electrophile Cross-Coupling,Vinyl Thianthrenium Salt
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