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NHC-copper-thiophene-2-carboxylate complex for the hydroboration of terminal alkynes

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Abstract

An air-stable N-heterocyclic carbene–copper thiophene-2-carboxylate (CuTC) complex has been prepared for the stereoselective hydroboration of terminal alkynes using pinacolborane (HBpin) or 1,8-naphthalenediaminatoborane (HBdan). The newly synthesized complex can be directly activated by hydroboranes without a cocatalyst such as a base, and exhibits high reactivity for the hydroboration of alkynes under mild conditions. A gram-scale hydroboration of terminal phenylacetylene demonstrated the applicability of the copper complex for the preparation of alkenyl boronates.

Graphical abstract: NHC-copper-thiophene-2-carboxylate complex for the hydroboration of terminal alkynes

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Publication details

The article was received on 11 Apr 2019, accepted on 08 May 2019 and first published on 15 May 2019


Article type: Communication
DOI: 10.1039/C9OB00839J
Org. Biomol. Chem., 2019, Advance Article

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    NHC-copper-thiophene-2-carboxylate complex for the hydroboration of terminal alkynes

    W. J. Jang, B. Kang, J. H. Lee, Y. M. Choi, C. Kim and J. Yun, Org. Biomol. Chem., 2019, Advance Article , DOI: 10.1039/C9OB00839J

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