Electromagnetic Mill-Promoted Palladium-Catalyzed Heck-Type Cyclization/Decarboxylative Coupling of (Z)-1-Iodo-1,6-diene with Propiolic Acids

J Org Chem. 2024 Apr 19;89(8):5320-5327. doi: 10.1021/acs.joc.3c02689. Epub 2024 Mar 30.

Abstract

Electromagnetic mill (EMM)-promoted solid-state cascade Heck-type cyclization/decarboxylative coupling of propiolic acid with (Z)-1-iodo-1,6-diene derivate was demonstrated. The reaction was realized via palladium catalysis, which is solvent-free and involves no additional heating. The collision between ferromagnetic rods could not only be a favor to the mixing between the solid substrates and the catalyst system, but also the thermogenic action could accelerate this transformation. More importantly, this EMM strategy realized multiple bond construction under mechanochemical conditions in one pot.