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Org Biomol Chem. 2017 Mar 22;15(12):2629-2637. doi: 10.1039/c7ob00241f.

Copper-catalyzed TEMPO oxidative cleavage of 1,3-diketones and β-keto esters for the synthesis of 1,2-diketones and α-keto esters.

Organic & biomolecular chemistry

Peng-Jun Zhou, Cheng-Kun Li, Shao-Fang Zhou, Adedamola Shoberu, Jian-Ping Zou

Affiliations

  1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry and Chemical Engineering, Soochow University, 199 Renai, Street, Suzhou, Jiangsu 215123, China. [email protected].

PMID: 28267182 DOI: 10.1039/c7ob00241f

Abstract

A copper-catalyzed efficient and practical method has been developed for the synthesis of 1,2-diketones and α-keto esters. TEMPO was used as a radical initiator and scavenger, oxidizing the cleavage of α-methylene of 1,3-diketones and β-keto esters to form 1,2-diketones and α-keto esters. This method provided a general way for the formation of 1,2-dicarbonyl compounds.

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