Visible-Light-Promoted C4-Selective Phosphorylation of Pyridine and Quinoline Derivatives

Peng-Cheng Cui; Zheng-Chun Yin; Guan-Wu Wang

doi:10.1021/acs.orglett.3c00738

Visible-Light-Promoted C4-Selective Phosphorylation of Pyridine and Quinoline Derivatives

Org Lett. 2023 Apr 21;25(15):2663-2668. doi: 10.1021/acs.orglett.3c00738. Epub 2023 Apr 10.

Authors

Peng-Cheng Cui¹, Zheng-Chun Yin¹, Guan-Wu Wang^{1

2}

Affiliations

¹ Hefei National Research Center for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, P.R. China.
² State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, Gansu 730000, P.R. China.

PMID: 37036759
DOI: 10.1021/acs.orglett.3c00738

Abstract

The visible-light-promoted C4-selective phosphorylation of unprefunctionalized pyridine and quinoline derivatives has been accomplished. This Minisci-type protocol provides highly regioselective access to C4-phosphorylation products with good functional group tolerance and moderate to good yields via cross-dehydrogenation coupling under mild conditions. Mechanistic studies have shown that the C4-phosphorylation products are obtained via a radical pathway.