Earth-Abundant Metal-Catalyzed Cross-Coupling Reactions of 1-Bromocyclobut-1-enes with Grignard Reagents

Abstract

Cross-coupling reactions have been developed between C2-substituted 1-bromocyclobut-1-enes and Grignard reagents using two effective catalysts, e.g., Fe(acac)₃ and Ni(acac)₂. The iron catalyst works in THF but requires NMP as the co-solvent, with the advantage of achieving cross-coupling reactions with alkyl Grignard reagents. The nickel catalyst was able to promote the reactions in THF without any additive and showed high reactivity with electron-rich aryl Grignard reagents. These catalysts gave various types of substituted cyclobutenes in good yields.

Key words

cross-coupling - catalysis - iron - nickel - cyclobutenes - Grignard reagents

Publication History

Received: 31 May 2024

Accepted after revision: 17 June 2024

Accepted Manuscript online:
17 June 2024

Article published online:
04 July 2024

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