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Cobalt/Bisoxazolinephosphine-Catalyzed Asymmetric Alkynylation of Isatins

Jiafeng Chen, Changkun Li

2020Organic Letters35 citationsDOI

Abstract

/bisoxazolinephosphine has been developed to catalyze the direct addition of terminal alkynes to isatins under base-free conditions. Chiral propargyl alcohols with an oxindole skeleton could be prepared in up to 99% yield and 99% ee with the help of the chiral tridentate ligand. A variety of functionalized aliphatic or aromatic alkynes and isatins were utilized in this method, and gram-scale synthesis could be achieved with 1 mol % catalyst.

Topics & Concepts

ChemistryCatalysisOxindolePropargylYield (engineering)CobaltAlkynylationBase (topology)IsatinCombinatorial chemistryReaction conditionsOrganic chemistryEnantioselective synthesisMathematicsMathematical analysisMaterials scienceMetallurgyAsymmetric Synthesis and CatalysisCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and Catalysis
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