Litcius/Paper detail

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

Beatrice Lansbergen, Srija Tewari, Ireneusz Tomczyk, Maik Seemann, H. Buchholz, Mike Rippegarten, Daniel Chamier Cieminski, Fabio Juliá, Tobias Ritter

2023Angewandte Chemie International Edition27 citationsDOIOpen Access PDF

Abstract

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 L n Pd II (vinyl) complex formed after oxidative addition before it undergoes undesired homocoupling to form butadiene.

Topics & Concepts

AlkylSalt (chemistry)ChemistryCatalysisZincPalladiumReductive eliminationPolymer chemistryOrganic chemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsCoordination Chemistry and Organometallics