DOI: 10.1055/a-2236-8874 ISSN: 0039-7881

Alumina-promoted Cu-catalyzed hydroboration of alkynes

Xenia Alexandrovna Barashkova, Mikhail J. Parulava, Yury Nikolaevich Kotovshchikov, Gennadij Vladimirovich Latyshev, Nikolay Lukashev, Irina Beletskaya
  • Organic Chemistry
  • Catalysis

Alumina was found to activate Cu(I) catalysts in hydroboration of alkynes. This allowed us to develop a simple and efficient protocol for hydroboration of alkynes with B2Pin2 using inexpensive CuCl/PPh3 catalytic system. The approach does not require moisture-sensitive activators and stepwise preparation of “activated” Cu complex. The developed conditions were applied to the preparation of β-styrylboronates from terminal and internal alkynes with excellent regio- and stereoselectivity. The procedure can also be extended to other terminal alkynes by the appropriate choice of ligand.

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