Rh(III)-Catalyzed Chemodivergent Coupling of N‑Phenoxyacetamides and Alkylidenecyclopropanes via C–H Activation
journal contributionposted on 01.04.2021, 10:18 by Guiqing Xu, Qi Chen, Fen Wu, Dachang Bai, Junbiao Chang, Xingwei Li
Rh(III)-catalyzed C–H activation of N-phenoxyacetamides and chemodivergent coupling to alkylidenecyclopropanes (ACPs) have been accomplished. With the assistance of the ring strain of ACPs, the coupling can be transannulative or nonannulative, delivering 3-ethylidenedihydrobenzofurans or dienes, respectively, under different reaction conditions, and the selectivity is mainly solvent-controlled. All of the reactions proceeded under mild conditions with a good substrate scope and excellent chemo- and diastereoselectivity.
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reaction conditionsalkylidenecyclopropaneselectivityring strainchemodivergentACPRhsubstrate scopeActivationPhenoxyacetamidediastereoselectivitynonannulativeactivationphenoxyacetamidetransannulative3- ethylidenedihydrobenzofuransdieneAlkylidenecyclopropaneChemodivergentchemosolvent-controlledassistance