Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 8, Issue 9, Pages 1970-1975Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d0qo01587c
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Funding
- Youth Innovation and Technology Scheme 2 Control experiments
- Project of Shandong Province [2019KJC021]
- Natural Science Foundation of Shandong Province [ZR2018MB009]
- International Cooperation Project of Qinghai Province [2018-HZ-806]
- Qinghai key laboratory of Tibetan medicine research [2021-ZJ-Y03]
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A metal-free, visible-light-promoted strategy has been developed for the construction of alpha-ketoesters via aerobic oxidation of alpha-diazoesters with dioxygen at room temperature. Using cheap Eosin Y as the photocatalyst and O-2(air) as the oxidant, this protocol offers a mild and efficient approach to a wide range of alpha-ketoesters in moderate to good yields. Preliminary mechanistic studies indicate the involvement of photo-excited singlet oxygen in the reaction system.
A metal-free and visible-light-promoted strategy has been achieved for the construction of alpha-ketoesters via aerobic oxidation of alpha-diazoesters with dioxygen in air at room temperature. Using cheap, readily available Eosin Y as the photocatalyst and O-2(air) as the green oxidant, the present protocol offers a mild and efficient approach to a wide range of alpha-ketoesters in moderate to good yields. Preliminary mechanistic studies suggested that photo-excited singlet oxygen was involved in the present reaction system.
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