Ramirez, Nieves P. and Koenig, Burkhard and Gonzalez-Gomez, Jose C. (2019) Decarboxylative Cyanation of Aliphatic Carboxylic Acids via Visible-Light Flavin Photocatalysis. ORGANIC LETTERS, 21 (5). pp. 1368-1373. ISSN 1523-7060, 1523-7052
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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.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | CATALYZED HYDROCYANATION; ELECTRON-TRANSFER; CARBON RADICALS; RIBOFLAVIN; NITRILE; ACTIVATION; MECHANISM; OXIDATION; OLEFINS; CYANIDE; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 16 Apr 2020 08:02 |
| Last Modified: | 16 Apr 2020 08:02 |
| URI: | https://pred.uni-regensburg.de/id/eprint/27465 |
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