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Updated: Sep 8, 2025
Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
BuOLi-Promoted Hydroboration of Esters and Epoxides
Yinyin Shi1, Yue Wang1, Zhefan Huang1
1College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, China.
Abstract:
Commercially available and inexpensive lithium tert-butoxide ( BuOLi) acts as a good precatalyst for the hydroboration of esters, lactones, and epoxides using pinacolborane as a borylation agent. Functional groups such as cyano-, nitro-, amino-, vinyl, and alkynyl are unaffected under the presented hydroboration process, representing high chemoselectivity. This transformation has also been effectively applied to the synthesis of key intermediates of Erlotinib and Cinacalcet. Preliminary investigations of the mechanism show that the hydroboration proceeds through the in situ formed BH3 species.
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