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Microwave-Assisted Stille Cross-Coupling Reaction Catalysed by in Situ Formed Palladium Nanoparticles

The Stille coupling of organotin compounds with aryl iodides and aryl bromides catalysed by in situ formed nanoparticles from commercially available palladium dichloride in PEG-400 in the presence of DMAP under microwave irradiation has been developed. For tetraphenylstannane, the reaction was carried out in an atom-efficient way, as 4 equiv. of aryl halides coupled effectively with 1 equiv. of tetraphenylstannane to furnish 4 equiv. of the corresponding functionalised biaryls in high yields. Under the same conditions, PhSnBu3 also reacted with aryl halides to produce biphenyls.