I-Catalyzed Carbonylation of α-Methylene Ketones to Synthesize 1,2-Diaryl Diketones and Antiviral Quinoxalines in One Pot

Overview

Journal ACS Omega

Publisher American Chemical Society

Specialty Chemistry

Date 2022 Jan 17

PMID 35036799

Authors

Lingkai Kong

Jieru Meng

Wenyue Tian

Jiazheng Liu

Xueping Hu

Zhi-Hong Jiang

Wei Zhang

Yanzhong Li

Li-Ping Bai

Affiliations

Soon will be listed here.

Abstract

An efficient approach for the synthesis of 1,2-diaryl diketones was developed from readily available α-methylene ketones by catalysis of I. In the same oxidation system, a novel one-pot procedure was established for the construction of antiviral and anticancer quinoxalines. The reactions proceeded well with a wide variety of substrates and good functional group tolerance, affording desired compounds in moderate to excellent yields. Quinoxalines 4ca and 4ad inhibited viral entry of SARS-CoV-2 spike pseudoviruses into HEK-293T-ACE2 host cells as dual blockers of both human ACE2 receptor and viral spike RBD with IC values of 19.70 and 21.28 μM, respectively. In addition, cytotoxic evaluation revealed that 4aa, 4ba, 4ia, and 4ab suppressed four cancer cells with IC values ranging from 6.25 to 28.55 μM.

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