Visible-Light-Promoted Cascade Radical Cyclization: Synthesis of Chroman-4-ones and Dihydroquinolin-4-ones

Hong-Li Huang; Ji-Yuan Du; Qian-Li Li; Fei Gao; Chun-Lin Ma

doi:10.1021/acs.joc.9b03253

Visible-Light-Promoted Cascade Radical Cyclization: Synthesis of Chroman-4-ones and Dihydroquinolin-4-ones

J Org Chem. 2020 Mar 6;85(5):3963-3972. doi: 10.1021/acs.joc.9b03253. Epub 2020 Feb 21.

Authors

Hong-Li Huang¹, Ji-Yuan Du¹, Qian-Li Li¹, Fei Gao², Chun-Lin Ma¹

Affiliations

¹ College of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng, Shandong 252059, China.
² Institude of Translation Medicine, Shanghai University, Shanghai, 2004444, China.

PMID: 32037828
DOI: 10.1021/acs.joc.9b03253

Abstract

A novel visible-light photoredox catalysis protocol for the effective and efficient synthesis of 3-substituted chroman-4-ones and 2,3-dihydroquinolin-4(1H)-ones via tandem radical addition/cyclization of alkenyl aldehydes has been described. This reaction features a broad substrate scope, mild reaction conditions, and good functional group tolerance character.

Publication types

Research Support, Non-U.S. Gov't