Issue 88, 2021

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

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.

Graphical abstract: Coupling of thiols and aromatic halides promoted by diboron derived super electron donors

Supplementary files

Article information

Article type
Communication
Submitted
20 Sep 2021
Accepted
05 Oct 2021
First published
13 Oct 2021

Chem. Commun., 2021,57, 11653-11656

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

M. Franco, E. L. Vargas, M. Tortosa and M. B. Cid, Chem. Commun., 2021, 57, 11653 DOI: 10.1039/D1CC05294B

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