Journal
CHEMICAL ENGINEERING SCIENCE
Volume 261, Issue -, Pages -Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.ces.2022.117960
Keywords
Photocatalysis; Amide synthesis; Aerobic oxidative amination; Ag2O/P-C3N4; Dehydrogenation of hemiaminal
Categories
Funding
- National Natural Science Foundation of China [21938002, 21725602, 21975069, 21878072]
- Innovative Research Groups of Hunan Province [2019JJ10001]
- Science and Technology Planning Project of Hunan Province [2019RS3010, 2021JJ30488]
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A direct, highly selective, and scalable method for photocatalytic synthesis of amides has been developed in this study. The method can be conducted under visible light and room temperature, using air as the oxidant.
Being extensively applied in various fields of chemistry and chemical industry, the development of a green and versatile method for the synthesis of amides is in line with the demand of sustainable chemistry. Herein, a direct, highly selective, and scale-up (5-20 mmol) method for photocatalytic synthesis of amides through aerobic oxidative amination of alcohols with amines was developed under visible light, room temperature, using air as the oxidant. Benefiting from the adsorption of sodium hemiaminal on catalyst lengthens the C-H bond (1.148 angstrom), this novel process is feasible for a broad range of functionlized amides (69 examples), especially those for drug manufacture (e.g., moclobemide and pipobroman). Imines was almost prevented with excellent amide selectivity up to 99 % could be ascribed to the low energy barrier for hemiaminal dehydrogenation while that for dehydration is high (2.13 eV). This green and efficient protocol represents an ideal alternative to the currently known methods. (C) 2022 Published by Elsevier Ltd.
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