Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 363, Issue 22, Pages 5122-5128Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202100876
Keywords
Visible-light-photoredox-catalysis; Quinoxalin-2-ones; Vinyl sulfones; Multi-component reaction; Sodium metabisulfite
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Funding
- Excellent Young Teachers Plan of Bingtuan [2017CB001, CZ027203, CZ002203]
- International Cooperation Project of Shihezi University [GJHZ201801]
- Youth Innovation and Technology Project of high School in Shandong Province [2019KJC021]
- International Cooperation Project of Qinghai Province [2022-HZ]
- Qinghai Key Laboratory of Tibetan Medicine Research [2021ZJ-Y03]
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This method utilizes visible-light photoredox catalysis to construct vinyl sulfones containing quinoxalin-2-one groups through a multi-step reaction at room temperature, showcasing good functional group tolerance.
A metal-free multi-component sulfur dioxide insertion reaction of alkynes, sodium metabisulfite, aryldiazonium, and quinoxalin-2-ones has been developed under visible-light photoredox-catalysis. This photocatalytic tandem reaction would be conducted at room temperature by using of Rhodamine 6G as organic photocatalyst and sodium metabisulfite as the SO2 surrogate. This protocol provides a synthetic strategy for the construction of various quinoxalin-2-one-containing vinyl sulfones with favourable functional group tolerance, in which one C-C bond and two C-S bonds were constructed in one pot procedure.
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