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

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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

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Publication details

The article was received on 19 Sep 2019, accepted on 25 Nov 2019 and first published on 26 Nov 2019


Article type: Communication
DOI: 10.1039/C9GC03290H
Green Chem., 2020, Advance Article

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    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, Advance Article , DOI: 10.1039/C9GC03290H

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