Visible-Light-Driven Sulfonylation/Cyclization to Access Sulfonylated Benzo[4,5]imidazo[2,1-a]isoquinolin-6(5H)-ones

Chen Wang; Guoquan Sun; Hong-Li Huang; Jing Liu; Hua Tang; Yinghua Li; Honggang Hu; Shipeng He; Fei Gao

doi:10.1002/asia.202100681

Visible-Light-Driven Sulfonylation/Cyclization to Access Sulfonylated Benzo[4,5]imidazo[2,1-a]isoquinolin-6(5H)-ones

Chem Asian J. 2021 Sep 20;16(18):2618-2621. doi: 10.1002/asia.202100681. Epub 2021 Aug 3.

Authors

Chen Wang¹, Guoquan Sun², Hong-Li Huang³, Jing Liu¹, Hua Tang¹, Yinghua Li¹, Honggang Hu¹, Shipeng He¹, Fei Gao¹

Affiliations

¹ Institute of Translation Medicine, Shanghai University, Shanghai, 200444, P. R. China.
² Xinhua Hospital, School of Medicine, Shanghai Jiao Tong University, Shanghai, 200092, P. R. China.
³ College of Chemistry and Chemical Engineering, Liaocheng University, Shandong, 252059, P. R. China.

PMID: 34342941
DOI: 10.1002/asia.202100681

Abstract

Visible-light-driven sulfonylation/cyclization of N-methacryloyl-2-phenylbenzoimidazoles has been successfully developed. Using commercially available sulfonyl chloride as sulfonylation reagent, a wide range of sulfonylated benzo[4,5]imidazo[2,1-a]isoquinolin-6(5H)-ones with potential antitumor activity were provided in acceptable to excellent yields. This method has the advantages of mild reaction conditions and outstanding functional group tolerance, and provides a new strategy for the development of potential antitumor lead compounds.

Keywords: photoredox catalysis; radical cascade cyclization; sulfonylated benzo[4,5]imidaz-o[2,1-a]isoquinolin-6(5H)-ones; sulfonylation; visible light.

Abstract

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