ol7b00200_si_001.pdf (6.74 MB)
Gold/Copper-Co-catalyzed Tandem Reactions of 2‑Alkynylanilines: A Synthetic Strategy for the C2-Quaternary Indolin-3-ones
journal contribution
posted on 2017-02-20, 20:43 authored by Yi-Jin Li, Na Yan, Chun-Hua Liu, Yang Yu, Yu-Long ZhaoA new strategy for
direct and highly efficient synthesis of 2,3′-bisindolin-3-ones
has been developed via a gold/copper-co-catalyzed tandem reactions
of 2-alkynylanilines using TBHP as the terminal oxidant and oxygen-atom
source. The single-step process involves a novel tandem intermolecular
nucleophilic addition, intramolecular cyclization/oxidative cross-dehydrogenative
coupling where up to four new bonds and two indole rings were created
simultaneously in one-pot manner. The reaction features a broad substrate
scope, good functional group tolerance, and high atom-economy.
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TBHPreaction featuresnucleophilic addition2- alkynylanilinesintramolecularbisindolinsubstrate scopecyclizationstrategySynthetic StrategyC 2-Quaternary Indolin -3-onesindole ringssynthesisatom-economyoxygen-atom sourcenovel tandemterminal oxidantcross-dehydrogenativeAlkynylanilinegroup toleranceone-pot mannerTandembond
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