Palladium-Catalyzed Annulation via Acyl C–H Bond Activation

Gui Chen; Yinghua Yu; Xueliang Huang

doi:10.1055/s-0037-1610025

Synlett, Table of Contents

Synlett 2018; 29(16): 2087-2092
DOI: 10.1055/s-0037-1610025

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Palladium-Catalyzed Annulation via Acyl C–H Bond Activation

Gui Chen*

^aSchool of Environment and Civil Engineering, Dongguan University of Technology, Guangdong, 523808, P. R. of China Email: chengui@dgut.edu.cn

^bKey Laboratory of Coal to Ethylene Glycol and Its Related Technology, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian 350002, P. R. of China Email: huangxl@fjirsm.ac.cn

,

Yinghua Yu

^bKey Laboratory of Coal to Ethylene Glycol and Its Related Technology, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian 350002, P. R. of China Email: huangxl@fjirsm.ac.cn

,

Xueliang Huang *

^bKey Laboratory of Coal to Ethylene Glycol and Its Related Technology, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian 350002, P. R. of China Email: huangxl@fjirsm.ac.cn

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Abstract

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Abstract

Palladium-catalyzed annulation of ortho-bromobenzaldehydes with aryl diazoesters is achieved via a sequence of palladium carbene migratory insertion, acyl C–H bond activation and reductive elimination of a seven-membered palladacyclic intermediate. A variety of isocoumarin derivatives were furnished in a straightforward manner.

Key words

acyl C–H bond activation - palladium catalysis - ortho-halobenzaldehydes - migratory insertion - annulation

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References

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