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Organic Acid to Nitrile: A Chemoenzymatic Three‐Step Route.
- Source :
-
Advanced Synthesis & Catalysis . 1/10/2023, Vol. 365 Issue 1, p37-42. 6p. - Publication Year :
- 2023
-
Abstract
- Various widely applied compounds contain cyano‐groups, and this functional group serves as a chemical handle for a whole range of different reactions. We report a cyanide free chemoenzymatic cascade for nitrile synthesis. The reaction pathway starts with a reduction of carboxylic acid to aldehyde by carboxylate reductase enzymes (CARs) applied as living cell biocatalysts. The second – chemical – step includes in situ oxime formation with hydroxylamine. The final direct step from oxime to nitrile is catalyzed by aldoxime dehydratases (Oxds). With compatible combinations of a CAR and an Oxd, applied in one‐pot two‐step reactions, several aliphatic and aryl‐aliphatic target nitriles were obtained in more than 80% conversion. Phenylacetonitrile, for example, was prepared in 78% isolated yield. This chemoenzymatic route does not require cyanide salts, toxic metals, or undesired oxidants in contrast to entirely chemical procedures. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 16154150
- Volume :
- 365
- Issue :
- 1
- Database :
- Academic Search Index
- Journal :
- Advanced Synthesis & Catalysis
- Publication Type :
- Academic Journal
- Accession number :
- 161366271
- Full Text :
- https://doi.org/10.1002/adsc.202201053