Nickel-catalyzed regioselective hydrogen metallization cyclization of alkynylcyclobutanone to synthesize bicyclo[2.1.1]hexane
Peer-Reviewed Publication
Updates every hour. Last Updated: 17-Jan-2026 00:11 ET (17-Jan-2026 05:11 GMT/UTC)
Professor Wen-Bo Liu's research group at Wuhan University reported a nickel-catalyzed regioselective hydrogen metallization/5-exo-trig cyclization reaction. Using β-propargylcyclobutanone as a starting material, multi-substituted bicyclo[2.1.1]hexanol can be synthesized in one step, followed by skeletal rearrangement to yield 1,2,4-trisubstituted bicyclo[2.1.1]hexanone. This structure can be used for diverse derivatization reactions. DFT computational studies elucidated the crucial role of carbonyl coordination in regioselectivity control. This research provides a new method for obtaining structurally diverse bicyclo[2.1.1]hexane (BCH) derivatives, with potential applications in drug development. The article was published as an open access research article in CCS Chemistry, the flagship journal of the Chinese Chemical Society.
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