Issue 3, 2023

Synthesis of 2,4-diarylated pyrimidines enabled by Ni-catalyzed C–sulfone bond activation

Abstract

Herein, we report the use of the readily available and bench-stable pyrimidinyl sulfones as electrophiles in Ni-catalyzed Suzuki−Miyaura cross-coupling reactions. This method allows the facile synthesis of 2,4-disubstituted pyrimidines that are pharmaceutically relevant. These reactions were carried out under mild conditions and show a remarkable substrate scope. In this approach, the C–sulfone bond is cleaved efficiently and regioselectively. Preliminary mechanistic studies revealed the importance of the α-nitrogen atom in pyrimidine in facilitating these transformations.

Graphical abstract: Synthesis of 2,4-diarylated pyrimidines enabled by Ni-catalyzed C–sulfone bond activation

Supplementary files

Article information

Article type
Research Article
Submitted
05 ዲሴም 2022
Accepted
16 ዲሴም 2022
First published
20 ዲሴም 2022

Org. Chem. Front., 2023,10, 645-650

Synthesis of 2,4-diarylated pyrimidines enabled by Ni-catalyzed C–sulfone bond activation

Q. Zhang, W. Zhang, R. Cui, Y. Zhang and D. Niu, Org. Chem. Front., 2023, 10, 645 DOI: 10.1039/D2QO01935C

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