A Cascade Dehydrogenative Cross-Coupling/Annulation Reaction of Benzamides with β-Keto Esters for the Synthesis of Isoquinolinone Derivatives

Guo-Dong Xu and Zhi-Zhen Huang*

*Department of Chemistry, Zhejiang University, Hangzhou 310028, P. R. China, Email: huangzhizhenzju.edu.cn

G.-D. Xu, Z.-Z. Huang, Org. Lett., 2017, 19, 6265-6267.

DOI: 10.1021/acs.orglett.7b02978 (free Supporting Information)

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Abstract

A novel Pd-catalyzed cascade dehydrogenative cross-coupling/annulation reaction of N-alkoxybenzamides with β-keto esters enables the synthesis of isoquinolinone derivatives. A plausible mechanism involves α-C(sp²)-H activation and a Pd(II)/Pd(IV) catalytic cycle.

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proposed mechanism

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Key Words

isoquinolones, potassium peroxydisulfate

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ID: J54-Y2017