Visible‐Light Mediated Photooxidative Synthesis of α‐Keto Amides

Photocatalytic amidation of α‐keto aldehydes is herein investigated. This transformation was achieved using rose bengal as photocatalyst at room temperature under ambient air and under irradiation of a 20 W white LED bulb. The method is mild, efficient and environmentally benign. This photocatalytic...

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Bibliographic Details
Published inAdvanced synthesis & catalysis Vol. 361; no. 15; pp. 3554 - 3559
Main Authors Monga, Aparna, Pandey, Amar Prakash, Sharma, Anuj
Format Journal Article
LanguageEnglish
Published WEINHEIM Wiley 05.08.2019
Wiley Subscription Services, Inc
Subjects
Aldehydes
Aliphatic amines
Amidation
Amides
Amines
Chemistry
Chemistry, Applied
Chemistry, Organic
Diodes
Photocatalysis
Photocatalysts
Photooxidative coupling
Physical Sciences
Rose Bengal
Science & Technology
Visible light
α-Keto amides
KETOAMIDES
Photooxidative coupling
Visible light
DIRECT OXIDATIVE AMIDATION
ALDEHYDES
CATALYST
alpha-Keto amides
Amidation
Rose Bengal
AMINES
BIOLOGICAL EVALUATION
INHIBITORS
EFFICIENT
METAL-FREE
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Summary:Photocatalytic amidation of α‐keto aldehydes is herein investigated. This transformation was achieved using rose bengal as photocatalyst at room temperature under ambient air and under irradiation of a 20 W white LED bulb. The method is mild, efficient and environmentally benign. This photocatalytic method is compatible with different unsubstituted and substituted α‐keto aldehydes having electron‐withdrawing or ‐donating groups, secondary amines, cyclic or acyclic, and primary aliphatic amines. Mechanistic studies reveal that the reaction proceeds via oxidative quenching of the photocatalyst.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201900279