Issue 1, 2020

Electrochemical intramolecular C–H/N–H functionalization for the synthesis of isoxazolidine-fused isoquinolin-1(2H)-ones

Abstract

A general and practical protocol for the construction of isoxazolidine-fused isoquinolin-1(2H)-ones has been described by electrochemical-oxidation-induced intramolecular annulation via amidyl radicals. In an undivided cell, isoquinolinones could be easily generated from various available amides bearing CONHOR groups under metal-free, additive-free and external oxidant-free conditions. Moreover, this transformation proceeded smoothly by using cheap 95% ethanol as the green solvent and could be extended to the gram scale.

Graphical abstract: Electrochemical intramolecular C–H/N–H functionalization for the synthesis of isoxazolidine-fused isoquinolin-1(2H)-ones

Supplementary files

Article information

Article type
Communication
Submitted
19 Sep 2019
Accepted
25 Nov 2019
First published
26 Nov 2019

Green Chem., 2020,22, 16-21

Electrochemical intramolecular C–H/N–H functionalization for the synthesis of isoxazolidine-fused isoquinolin-1(2H)-ones

L. Zhang, R. Geng, Z. Wang, G. Ren, L. Wen and M. Li, Green Chem., 2020, 22, 16 DOI: 10.1039/C9GC03290H

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