NaOH promoted hydrolysis of α-oxo ketene-N, S-acetals: Effective synthesis of β-keto amides

Abstract

An effective and novel synthesis of β-keto amides had been developed by NaOH promoted hydrolysis of α-oxo ketene-N, S-acetals. It was found that the hydrolysis of α-oxo ketene-N, S-acetals in the presence of 2 equivalent of NaOH in refluxing EtOH (95%) gave β-keto amides in excellent yields. The uses of toxic and harmful amines as well as the prepurification of these nucleophilic reagents were not required in the hydrolysis reaction. The method can extend to gram scale.

Graphical Abstract

Keywords:

• Ketene-N, S-acetals
• β-Keto amides
• hydrolysis
• sodium hydroxide

Disclosure statement

No potential conflict of interest was reported by the author(s).

Additional information

Funding

We are grateful to Funds for the Natural Science Foundation of Jilin Province, China [20210101128JC] and the Program for Innovative Research Team of Baicheng Normal University [012010].