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Updated: Jul 4, 2026

Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
A new catalytic route to boryl- and borylsilyl-substituted buta-1,3-dienes
Jedrzej Walkowiak1, Magdalena Jankowska-Wajda, Bogdan Marciniec
1Department of Organometallic Chemistry, Faculty of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, Poznan, Poland.
Abstract:
Vinyl-substituted boronates in the presence of complexes containing Ru-H bonds (preferably [Ru(CO)ClH(PCy(3))(2)], Cy: cyclohexyl) react regioselectively with terminal ethynes (involving silylethynes), albeit with the exception of phenylacetylene, to produce boryl- and borylsilyl-substituted buta-1,3-dienes with a preference for E,E-diene. The reaction opens a new catalytic route for the preparation of dienylboronates, and particularly dienylsilylboronates, that are functionalised building blocks in the synthesis of organic and natural products. The mechanism of this new reaction was proved to involve an insertion of alkyne into Ru-H bonds followed by an insertion of coordinated vinyl boronate into the Ru-C= bond and beta-hydrogen transfer to the metal to eliminate boryldiene or borylsilyldiene.
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