Issue 13, 2020

Room temperature nickel-catalyzed cross-coupling of aryl-boronic acids with thiophenols: synthesis of diarylsulfides

Abstract

A NiCl2/2,2′-bipyridine-catalyzed cross-coupling of thiophenols with arylboronic acids has been developed for the synthesis of symmetric and unsymmetric diarylsulfides at room temperature and in air. This methodology is reliable and offers a mild and easy to operate process for the synthesis of arylthioethers, which are essential compounds with applications in the pharmaceutical and agricultural industries. This method avoids the use of expensive transition metals, such as Pd, Ir or Rh, sophisticated ligands and elevated temperatures. It also has a wide substrate scope (55 examples) and provides products in good to excellent yields (72–93%).

Graphical abstract: Room temperature nickel-catalyzed cross-coupling of aryl-boronic acids with thiophenols: synthesis of diarylsulfides

Supplementary files

Article information

Article type
Paper
Submitted
05 Feb 2020
Accepted
05 Mar 2020
First published
05 Mar 2020

Org. Biomol. Chem., 2020,18, 2447-2458

Room temperature nickel-catalyzed cross-coupling of aryl-boronic acids with thiophenols: synthesis of diarylsulfides

A. Bhowmik, M. Yadav and R. A. Fernandes, Org. Biomol. Chem., 2020, 18, 2447 DOI: 10.1039/D0OB00244E

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