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Synthesis 2017; 49(17): 4017-4024
DOI: 10.1055/s-0036-1589035
DOI: 10.1055/s-0036-1589035
paper
Tetrabutylammonium Iodide Catalyzed Epoxidation of Naphthoquinone Derivatives with tert-Butyl Hydroperoxide as an Oxidant
This work is supported by Science and Technology Department of Sichuan Province under grant number 2015JY0171.Further Information
Publication History
Received: 19 March 2017
Accepted after revision: 02 May 2017
Publication Date:
20 June 2017 (online)
Abstract
An efficient and environmentally benign procedure has been developed for the epoxidation of naphthoquinone derivatives by using tetrabutylammonium iodide as a catalyst and tert-butyl hydroperoxide as an oxidant in the presence of silicon dioxide. This protocol, which provides a facile base-free methodology for the synthesis of some new naphthoquinone-based epoxides, features mild reaction conditions, high yields, remarkably short reaction time, and broad substrate scope
Key words
naphthoquinone derivates - expoxidation - tetrabutylammonium iodide - tert-butyl hydroperoxide - silicon dioxideSupporting Information
- Supporting information for this article is available online at https://doi.org /10.1055/s-0036-1589035.
- Supporting Information
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Analytic data for known compounds: