Synthesis of 2-arylpyridines by the Suzuki–Miyaura cross-coupling of PyFluor with hetero(aryl) boronic acids and esters

Author:

Rueda-Espinosa Juan12,Ramanayake Dewni2,Ball Nicholas D.3ORCID,Love Jennifer A.2ORCID

Affiliation:

1. Department of Chemistry, The University of British Columbia, Vancouver, BC V6T 1Z1, Canada

2. Department of Chemistry, University of Calgary, Calgary, AB T2N 1N4, Canada

3. Department of Chemistry, Pomona College, 645 North College Avenue, Claremont, CA 91711, USA

Abstract

The Suzuki–Miyaura cross-coupling of pyridine-2-sulfonyl fluoride (PyFluor) with hetero(aryl) boronic acids and pinacol boronic esters is reported. The reactions can be performed using Pd(dppf)Cl2 as the catalyst, at temperatures between 65 and 100 °C and in the presence of water and oxygen. This transformation generates 2-arylpyridines in modest to good yields (5%–89%).

Publisher

Canadian Science Publishing

Subject

Organic Chemistry,General Chemistry,Catalysis

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