Herein, a novel [Rh] 2 -catalyzed three-component reaction of readily accessible indoles, diazo compounds, and allylic compounds is developed via a relay carbene-induced C−H functionalization and allylic alkylation process, affording diverse C3substituted indoles bearing all-carbon quaternary centers in good yields with high atom and step economy. Moreover, good enantioselective control is achieved using a (−)-DIOP type ligand, thus providing an efficient method for constructing enantioenriched indole derivatives bearing an all-carbon quaternary stereocenter.
A three‐component reaction of N, N‐disubstituted aniline, α‐diazo ester, and an allylic electrophile has been realized by [Rh(II)]2/Xantphos catalysis, providing a direct access to various aniline derivatives bearing diaryl allylic quaternary centers in good yields. The synthetic utility of this protocol was demonstrated by facile derivatization of the products for preparation of biologically relevant molecules and structural scaffolds, which offers a high potential for increasing the molecular diversity. Mechanistic studies identified α, α‐diarylacetate species as an active intermediate, thereby revealing the presence of a C(sp2)−H functionalization of aniline derivatives/allylic alkylation cascade in this attractive catalytic transformation.
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