Cobalt/Bisoxazolinephosphine-Catalyzed Asymmetric Alkynylation of Isatins

A new catalyst system based on Co(OAc) /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...

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Published in:Organic letters 2020-06, Vol.22 (12), p.4686-4691
Main Authors: Chen, Jia-Feng, Li, Changkun
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Language:English
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creator Chen, Jia-Feng
Li, Changkun
description A new catalyst system based on Co(OAc) /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.
doi_str_mv 10.1021/acs.orglett.0c01486
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title Cobalt/Bisoxazolinephosphine-Catalyzed Asymmetric Alkynylation of Isatins
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