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Palladium-Catalyzed Borylation of Aryl Halides or Triflates with Dialkoxyborane: A Novel and Facile Synthetic Route to Arylboronates

Miki Murata, Takashi Oyama, Shinji Watanabe and Yuzuru Masuda*

*Department of Materials Science, Kitami Institute of Technology, Kitami 090-8507, Japan

M. Murata, T. Oyama, S. Watanabe, Y. Masuda, J. Org. Chem., 2000, 65, 164-168.

DOI: 10.1021/jo991337q (free Supporting Information)

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The coupling reaction of pinacolborane with aryl halides or triflates in the presence of a catalytic amount of PdCl2(dppf) together with Et3N provided arylboronates in high yields. The use of a tertiary amine as base was crucial for the selective formation of the boron-carbon bond. The reaction tolerates a variety of functional groups such as carbonyl, cyano, and nitro groups.

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ID: J42-Y2000