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Palladium-Catalyzed Carbonylative Annulation Reactions Using Aryl Formate as a CO Source: Synthesis of 2-Substituted Indene-1,3(2H)-dione Derivatives

Ying Zhang, Jing-Lei Chen, Zhen-Bang Chen, Yong-Ming Zhu* and Shun-Jun Ji*

*Soochow University, Suzhou 215123, China, Email: zhuyongmingsuda.edu.cn, shunjunsuda.edu.cn

Y. Zhang, J.-L. Chen, Z.-B. Chen, Y.-M. Zhu, S.-J. Ji, J. Org. Chem., 2015, 80, 10643-10650.

DOI: 10.1021/acs.joc.5b01758 (free Supporting Information)


 

Abstract

A palladium-catalyzed intramolecular carbonylative annulation with phenyl formate as a CO source enables an efficient synthesis of 2-substituted indene-1,3(2H)-diones from stable and readily available 1-(2-halophenyl)-1,3-diones using K3PO4 as a base and DMSO as a solvent at 95 C. The reaction offers a broad substrate scope with good to excellent yields.

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Key Words

indanones, aryl ketones


ID: J42-Y2015