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Synlett 2019; 30(02): 218-224
DOI: 10.1055/s-0037-1610678
DOI: 10.1055/s-0037-1610678
letter
Visible-Light-Induced Aerobic Oxidation of Benzylic C(sp3)–H of Alkylarenes Promoted by DDQ, tert-Butyl Nitrite, and Acetic Acid
This project was supported by the National Natural Science Foundation of China (21776260 and 21773211) and by the Natural Science Foundation of Zhejiang Province (LY17B060007).Further Information
Publication History
Received: 20 September 2018
Accepted after revision: 19 November 2018
Publication Date:
17 December 2018 (online)
Abstract
A visible-light photocatalytic aerobic oxidation of benzylic C(sp3)–H bonds proceeded in the presence of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone, tert-butyl nitrite, and acetic acid. Advantages of this aerobic oxidation method include its relatively mild conditions, the use of visible-light irradiation instead of conventional thermal methods, the use of a low catalyst loading, and the ability to oxidize a range of alkylarenes, including xanthenes, thioxanthenes, and 9,10-dihydroacridines, to the corresponding ketones in excellent yields.
Key words
xanthenones - thioxanthenones - acridinones - oxidation - photocatalysis - benzylic oxidationSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1610678.
- Supporting Information
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