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Palladium-Catalyzed Addition of Potassium Aryltrifluoroborates to Aliphatic Nitriles: Synthesis of Alkyl Aryl Ketones, Diketone Compounds, and 2-Arylbenzo[b]furans

Xingyong Wang, Miaochang Liu, Long Xu, Qingzong Wang, Jiuxi Chen*, Jinchang Ding and Huayue Wu*

*College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, China, Email: jiuxichenwzu.edu.cn, huayuewuwzu.edu.cn

X. Wang, M. Liu, L. Xu, Q. Wang, J. Chen, J. Ding, H. Wu, J. Org. Chem., 2013, 78, 5273-5281.

DOI: 10.1021/jo400433m (free Supporting Information)


Abstract

A palladium-catalyzed addition of potassium aryltrifluoroborates to aliphatic nitriles leads to a wide range of alkyl aryl ketones with good yields. The scope of the developed approach is successfully explored toward the one-step synthesis of 2-arylbenzo[b]furans via sequential addition and intramolecular annulation reactions. The methodology accepted a wide range of substrates and is applicable to library synthesis.

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Palladium-Catalyzed Reaction of Arylboronic Acids with Aliphatic Nitriles: Synthesis of Alkyl Aryl Ketones and 2-Arylbenzofurans

X. Wang, X. Wang, M. Liu, J. Ding, J. Chen, H. Wu, Synthesis, 2013, 45, 2241-2244.


Key Words

aryl ketones, benzofurans


ID: J42-Y2013