Potassium Cyclopropyltrifluoroborate | CAS 1065010-87-8 | ≥98%

Potassium Cyclopropyltrifluoroborate is a bench-stable alkyltrifluoroborate salt for transferring a cyclopropyl group in cross-coupling and radical-based C–C bond-forming reactions.

As an organotrifluoroborate salt, it is a bench-stable cyclopropylboron surrogate for Suzuki–Miyaura chemistry and can release the active boron species under aqueous coupling conditions.

Applications and Reactions

• Suzuki–Miyaura cross-coupling: couples with aryl and heteroaryl chlorides, bromides, or related electrophiles to give cyclopropyl-substituted aromatic and heteroaromatic products.
• Csp2–Csp3 bond formation: provides direct access to arylcyclopropanes, a useful motif in medicinal-chemistry, agrochemical, and fragment-library synthesis.
• Csp3–Csp3 Suzuki coupling: documented coupling with benzyl chlorides gives benzylcyclopropane products, a more demanding alkyl–alkyl cross-coupling manifold.
• Aryl mesylate coupling: couples with aryl and selected heteroaryl mesylates, expanding the electrophile set beyond aryl halides and triflates.
• Photoredox/nickel acyl coupling: participates in dual photoredox/nickel reactions with acyl chlorides to form cyclopropyl ketone intermediates.
• Chan–Lam cyclopropylation: transfers the cyclopropyl group to phenols and selected azaheterocycles under Cu-mediated oxidative coupling to access cyclopropyl ethers and N-cyclopropyl heterocycles.

Further Reading

For boronic acids, boronic esters, organotrifluoroborates, protodeboronation, boroxine content, and Suzuki–Miyaura reagent selection, see NorrChemica's Lab Journal guide: Choosing Your Boron Source for Suzuki–Miyaura Coupling.