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Updated: Dec 18, 2025

Metal-free Synthesis of Ynones from Acyl Chlorides and Potassium Alkynyltrifluoroborate Salts
Published on: February 24, 2015
Allylboronates from Vinyl Triflates and α-Chloroboronates by Reductive Nickel Catalysis
Jin-Bao Qiao1, Zhen-Zhen Zhao1, Ya-Qian Zhang1
1State Key Laboratory of Applied Organic Chemistry (SKLAOC), College of Chemistry and Chemical Engineering, Lanzhou University. 222 South Tian Shui Road, Lanzhou 730000, China.
Abstract:
Allylboronates are unique building blocks widely used in organic synthesis, but the construction of cyclic allylboranates remains a challenging subject. We demonstrate here a mild and efficient access to this type of compound through the cross-electrophile coupling of vinyl triflates and α-chloroboronates. The reaction proceeded with a good substrate scope and good functional group compatibility. The ready availability of vinyl triflates from ketones, as well as the rich chemistry of allylboranates, makes our method suitable for the divergent modification of biologically active compounds. Preliminary mechanistic studies revealed that α-chloroboronates were activated via a radical process.
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