Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 88, Issue 17, Pages 12698-12708Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.3c01377
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We report an unprecedented visible-light-mediated approach to generating aryl acyl radicals from readily available triazine esters. This mild and redox-neutral protocol allows for the synthesis of a diverse array of oxindoles attached to alcohol groups in a single operation. The recycling of leaving groups and a range of visible-light-mediated reactions using triazine ester as an acyl radical precursor demonstrate the synthetic potential of this methodology.
Acyl radicals are significant synthetic active speciesin organicsynthesis. However, their generation via green and compatible methodsremains challenging. Herein, we report an unprecedented visible-light-mediatedapproach for generating aryl acyl radicals from readily availabletriazine esters. This protocol with mild and redox-neutral conditionsaffords a diverse array of oxindoles attached to alcohol groups ina single operation. The recycling of leaving groups and a range ofvisible-light-mediated reactions using triazine ester as an acyl radicalprecursor demonstrate the synthetic potential of this methodology.
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