Organic Chemistry Portal

Abstracts

Search:

Visible-Light-Mediated Oxidative Cyclization of 2-Aminobenzyl Alcohols and Secondary Alcohols Enabled by an Organic Photocatalyst

Jing-xiu Xu, Nan-lian Pan, Jia-xi Chen and Jin-wu Zhao*

*School of Pharmacy, Guangdong Medical University, Dongguan 523808, China, Email: jwzhaogdmu.edu.cn

J.-x. Xu, N.-l. Pan, J.-x. Chen, J.-w. Zhao, J. Org. Chem., 2021, 86, 10747-10754.

DOI: 10.1021/acs.joc.1c01386 (free Supporting Information)


see article for more reactions

Abstract

A visible-light-mediated oxidative cyclization of 2-aminobenzyl alcohols with secondary alcohols provides quinolines in good yields at room temperature. This photocatalytic method employes anthraquinone as an organic small-molecule catalyst and DMSO as an oxidant.

see article for more examples


proposed mechanism



Key Words

Quinolines, Friedlšnder Synthesis, Photochemistry, Organocatalysis, DMSO


ID: J42-Y2021