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Coupling of thiols and aromatic halides promoted by diboron derived super electron donors.

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We have proven that pyridine-boryl complexes can be used as superelectron donors to promote the coupling of thiols and aromatic halides through a SRN1 mechanism. The reaction is efficient for… Click to show full abstract

We have proven that pyridine-boryl complexes can be used as superelectron donors to promote the coupling of thiols and aromatic halides through a SRN1 mechanism. The reaction is efficient for a broad substrate scope, tolerating heterocycles including pyridines, enolizable or reducible functional groups. The method has been applied to intermediates in drug synthesis as well as interesting functionalized polythioethers through a controlled and consecutive intramolecular electron transfer process.

Keywords: aromatic halides; halides promoted; promoted diboron; electron; thiols aromatic; coupling thiols

Journal Title: Chemical communications
Year Published: 2021

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