Synlett 2018; 29(16): 2087-2092
DOI: 10.1055/s-0037-1610025
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© Georg Thieme Verlag Stuttgart · New York

Palladium-Catalyzed Annulation via Acyl C–H Bond Activation

Gui Chen*
a  School of Environment and Civil Engineering, Dongguan University of Technology, Guangdong, 523808, P. R. of China   Email: chengui@dgut.edu.cn
b  Key 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
b  Key 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
,
b  Key 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
› Author Affiliations
We acknowledge financial support from NSFC (Grant No. 21402197, 21502190), NSF of Fujian (Grant No. 2015J05043, 2017J01031), ­Hundred-Talent Program and the Strategic Priority Research Program of the Chinese Academy of Sciences (Grant No. XDB20000000). G. C. also thanks Dongguan University of Technology for startup grants (G200906-47 and GC200109-17).
Further Information

Publication History

Received: 06 April 2018

Accepted after revision: 26 April 2018

Publication Date:
12 June 2018 (online)

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.

 
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