Cross-Coupling of Carbonyl Derivatives and N-Arylamines Enabled by Visible Light for Easy Access to 1,2-Amino Alcohols

Yan Xu; Haohuan Zhuang; Yulin Song; Weiqiong Shi; Xu Chen; Lixiang Zhang; Xuan Huang; Junmin Zhang

doi:10.1021/acs.joc.4c02537

Cross-Coupling of Carbonyl Derivatives and N-Arylamines Enabled by Visible Light for Easy Access to 1,2-Amino Alcohols

J Org Chem. 2025 Jan 7. doi: 10.1021/acs.joc.4c02537. Online ahead of print.

Authors

Yan Xu^{1

2}, Haohuan Zhuang¹, Yulin Song¹, Weiqiong Shi¹, Xu Chen¹, Lixiang Zhang³, Xuan Huang¹, Junmin Zhang¹

Affiliations

¹ International Joint Research Center for Molecular Science, College of Chemistry and Environmental Engineering, College of Physics and Optoelectronic Engineering, Shenzhen University, Shenzhen, Guangdong 518060, P. R. China.
² Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52056 Aachen, Germany.
³ Shenzhen JXBio Pharmaceutical Co., Ltd., No. 14 Jinhui Road, Pingshan District, Shenzhen 518048, China.

PMID: 39764626
DOI: 10.1021/acs.joc.4c02537

Abstract

We disclosed a new strategy for the synthesis of 1,2-amino alcohols enabled by visible light without the requirement of a photocatalyst and metal. Under light irradiation at 400 nm, the reaction of carbonyl derivatives and N-arylamines proceeds via an electron-donor-acceptor (EDA) intermediate, obtaining diverse vicinal amino alcohols decorated with a two-electron-rich/-deficient aryl group.