Acetylation of alcohols and amines under visible light irradiation: diacetyl as an acylation reagent and photosensitizer
Literature Information
Publication Date
2021-11-19
DOI
10.1039/D1QO01613J
Impact Factor
5.281
Authors
Pengcheng Lian, Ruyi Li, Xiao Wan, Zixin Xiang, Hang Liu, Zhiyu Cao, Xiaobing Wan
View Original
Abstract
This work developed an unprecedented strategy for the acetylation of alcohols and amines using diacetyl as both an acylation reagent and a photosensitizer. This environmentally friendly process exhibits excellent functional group tolerance, a wide substrate scope, operational simplicity and no need for the use of exogenous dehydrating reagents, activating reagents or photocatalysts. The potential application of this strategy to pharmaceutical chemistry was demonstrated by the late-stage modification of various drug molecules, and the process was found to be readily scalable without any loss of efficiency. Preliminary mechanistic results showed that the in situ generation of peracetic acid is responsible for the facile acylation of structurally diverse alcohols and amines using this technique.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
![Ethyl 3-((6-(4,5-dihydro-1H-benzo[d]azepin-3(2H)-yl)-2-(pyridin-2-yl)pyrimidin-4-yl)amino)propanoate structure](https://static.chemtradehub.com/structs/137/1373423-53-0-496a.webp "Ethyl 3-((6-(4,5-dihydro-1H-benzo[d]azepin-3(2H)-yl)-2-(pyridin-2-yl)pyrimidin-4-yl)amino)propanoate structure")
Ethyl 3-((6-(4,5-dihydro-1H-benzo[d]azepin-3(2H)-yl)-2-(pyridin-2-yl)pyrimidin-4-yl)amino)propanoate
CAS Number:
1373423-53-0
Molecular Formula:
C24H27N5O2
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