Palladium(II)-catalyzed synthesis of functionalized indenones via oxidation and cyclization of 2-(2-arylethynylphenyl)acetonitriles

Xuxing Chen; Qian He; Yuyuan Xie; Chunhao Yang

doi:10.1039/C3OB40103K

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Organic & Biomolecular Chemistry

Issue 16, 2013

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Palladium(II)-catalyzed synthesis of functionalized indenones via oxidation and cyclization of 2-(2-arylethynylphenyl)acetonitriles

Xuxing Chen,^a Qian He,^a Yuyuan Xie^a and Chunhao Yang*^a

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State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, PR China
E-mail: chyang@simm.ac.cn

Org. Biomol. Chem., 2013,11, 2582-2585

DOI: 10.1039/C3OB40103K
Received 18 Jan 2013, Accepted 24 Feb 2013
First published online 26 Feb 2013

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A one-pot two-step synthesis of versatile indenones has been developed. This palladium(II)-catalyzed transformation involves generation and condensation of ortho-functionalized 1,2-benzils from 2-(2-arylethynylphenyl)acetonitriles using Ph₂SO as the oxidant. The resulting 3-cyanoindenones can be converted to various valuable molecules.

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Palladium(II)-catalyzed synthesis of functionalized indenones via oxidation and cyclization of 2-(2-arylethynylphenyl)acetonitriles

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