Journal
ORGANIC LETTERS
Volume 21, Issue 5, Pages 1368-1373Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b00064
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Funding
- Spanish Ministerio de Economia y Competitividad [CTQ2017-88171-P]
- Generalitat Valenciana [AICO/2017/007]
- Deutsche Forschungsgemeinschaft [GRK 1626, KO1537/18-1]
- Instituto de Sintesis Organica
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An operationally simple method is disclosed for the decarboxylative cyanation of aliphatic carboxylic acids at room temperature. Riboflavin tetraacetate, which is an inexpensive organic photocatalyst, promotes the oxidation of carboxylic acids upon visible-light activation. After decarboxylation, the generated radicals are trapped by TsCN, yielding the desired nitriles without any further additive, in a redox-neutral process. Importantly, this protocol can be adapted to flow conditions.
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