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...

Full description

Saved in:
Bibliographic Details
Published in:Organic letters 2020-06, Vol.22 (12), p.4686-4691
Main Authors: Chen, Jia-Feng, Li, Changkun
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c01486