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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
Autor*innen
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).
Weitere Informationen
Publikationsverlauf
Received: 20. September 2018
Accepted after revision: 19. November 2018
Publikationsdatum:
17. Dezember 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 (PDF) (opens in new window)
-
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