Intra- And Intermolecular Fe-Catalyzed Dicarbofunctionalization Of Vinyl Cyclopropanes
CHEMICAL SCIENCE(2020)
摘要
Design and implementation of the first (asymmetric) Fe-catalyzed intra-and intermolecular difunctionalization of vinyl cyclopropanes (VCPs) with alkyl halides and aryl Grignard reagents has been realized via a mechanistically driven approach. Mechanistic studies support the diffusion of alkyl radical intermediates out of the solvent cage to participate in an intra- or intermolecular radical cascade with a range of VCPs followed by re-entering the Fe radical cross-coupling cycle to undergo (stereo)selective C(sp(2))-C(sp(3)) bond formation. This work provides a proof-of-concept of the use of vinyl cyclopropanes as synthetically useful 1,5-synthons in Fe-catalyzed conjunctive cross-couplings with alkyl halides and aryl/vinyl Grignard reagents. Overall, we provide new design principles for Fe-mediated radical processes and underscore the potential of using combined computations and experiments to accelerate the development of challenging transformations.
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关键词
vinyl cyclopropanes,fe-catalyzed
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