Nickel-Catalyzed Carbonylation of Cyclopropanol with Benzyl Bromide for Multisubstituted Cyclopentenone Synthesis

Autor: Liting Hou, Wenyi Huang, Xianqing Wu, Jingping Qu, Yifeng Chen
Rok vydání: 2022
Předmět:
Zdroj: Organic Letters. 24:2699-2704
ISSN: 1523-7052
1523-7060
Popis: Herein, we reported a Ni-catalyzed carbonylation of cyclopropanol with benzyl bromide to afford multisubstituted cyclopentenone under 1 atm of CO. The reaction proceeds through cascade carbonylation of benzyl bromides, followed by generation of nickel homoenolate from cyclopropanols via β-C elimination to afford 1,4-diketones, which undergoes intramolecular Aldol condensation to furnish highly substituted cyclopentenone derivatives in moderate to good yields. The reaction exhibits high functional group tolerance with broad substrate scope.
Databáze: OpenAIRE