Aerobic Oxidative Cascade Thiolation and Cyclization to Construct Indole-Fused Isoquinolin-6(5 H)-one Derivatives in EtOH

Huanhuan Cui; Changhao Niu; Chun Zhang

doi:10.1021/acs.joc.1c02027

Aerobic Oxidative Cascade Thiolation and Cyclization to Construct Indole-Fused Isoquinolin-6(5 H)-one Derivatives in EtOH

J Org Chem. 2021 Nov 5;86(21):15835-15844. doi: 10.1021/acs.joc.1c02027. Epub 2021 Oct 26.

Authors

Huanhuan Cui¹, Changhao Niu¹, Chun Zhang^{1

2}

Affiliations

¹ Institute of Molecular Plus, Tianjin Key Laboratory of Molecular Optoelectronic Science, Department of Chemistry, School of Science, Tianjin University, Weijin Road 92, Tianjin 300072, China.
² Zhejiang Institute of Tianjin University, Ningbo, Zhejiang 315201, China.

PMID: 34699212
DOI: 10.1021/acs.joc.1c02027

Abstract

A practical method to construct sulfenylated indole-fused isoquinolin-6(5H)-one derivatives has been developed. Using eco-friendly ethanol as the solvent and air as the oxidant, this reaction could be compatible with sensitive molecular framework. The utility of the product was well illustrated by further transformations. Moreover, the reaction mechanism was investigated by control experiments.

Publication types

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

MeSH terms

Cyclization
Ethanol*
Indoles*
Molecular Structure
Oxidative Stress

Substances

Indoles
Ethanol