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The Development of a Palladium-Catalyzed Tandem Addition/Cyclization for the Construction of Indole Skeletons

Shuling Yu, Linjun Qi, Kun Hu, Julin Gong, Tianxing Cheng, Qingzong Wang, Jiuxi Chen* and Huayue Wu*

*College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, China, Email:,

S. Yu, L. Qi, K. Hu, J. Gong, T. Cheng, Q. Wang, J. Chen, H. Wu, J. Org. Chem., 2017, 82, 3631-3638.

DOI: 10.1021/acs.joc.7b00148

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A palladium-catalyzed tandem addition/cyclization of 2-(2-aminoaryl)acetonitriles with arylboronic acids provides indole skeletons with good functional group tolerance and remarkable chemoselectivity. In particular, halogen substituents are amenable to further synthetic elaborations thereby broadening the diversity of the products. This transformation involves sequential nucleophilic addition followed by an intramolecular cyclization.

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ID: J42-Y2017