![Ethyl ({[(2-methyl-2-propanyl)oxy]carbonyl}amino)(2-pyridinyl)acetate structure](https://cnstatic.chemtradehub.com/structs/313/313490-90-3-dd15.webp "Ethyl ({[(2-methyl-2-propanyl)oxy]carbonyl}amino)(2-pyridinyl)acetate structure")
Ethyl ({[(2-methyl-2-propanyl)oxy]carbonyl}amino)(2-pyridinyl)acetate
CAS号:
313490-90-3
分子式:
C14H20N2O4
Coupling of amides with ketones via C–N/C–H bond cleavage: a mild synthesis of 1,3-diketones
文献信息
发布日期
2020-08-11
DOI
10.1039/D0QO00797H
影响因子
5.281
作者
Yuanzhi Xia, Sunwoo Lee
查看原文
摘要
A variety of aryl and alkyl-substituted tertiary amides react with ketones in the presence of LiHMDS and a variety of primary and secondary amides in one pot to give the corresponding 1,3-diketone products in good to excellent yields via C–N cleavage of amides and deprotonation of ketones. The reaction was conducted at room temperature under transition-metal-free conditions. N-Tosyl-, N-triflyl-, N-mesyl-, and N-Boc-substituted tertiary amides including N-benzoyl saccharin and N-benzoyl succinimide showed good activity in the reaction. The broad scope, good functional group tolerance of substrates and gram-scale synthesis showed the great importance and potential of this protocol in organic synthesis and industrial manufacture.
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来源期刊
Organic Chemistry Frontiers
CiteScore:
7.8
自引率:
8.7%
年发文量:
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
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