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K 2 CO 3 -Catalyzed (3 + 2) Cycloaddition Reaction of N -2,2,2-Trifluoroethylisatin Ketimines with Azodicarboxylates: Access to Spirooxindoles Containing Trifluoromethyl-1,2,4-triazolines.

Authors :
Gu J
Li X
Zhang Y
Sun Z
Li L
Meng J
Xing R
Shi X
Fu Y
Wang L
Guo R
Source :
The Journal of organic chemistry [J Org Chem] 2024 Feb 16; Vol. 89 (4), pp. 2364-2374. Date of Electronic Publication: 2024 Feb 07.
Publication Year :
2024

Abstract

Potassium carbonate-catalyzed (3 + 2) cycloaddition reaction between N -2,2,2-trifluoroethylisatin ketimines and azodicarboxylates has been developed, constructing a series of novel N -heterocycle infused spirooxindoles in good to excellent yields (up to 98%) under milder conditions. The presence of both biologically active oxindole and trifluoromethyl-1,2,4-triazoline moieties in these novel spirocyclic compounds would provide new lead structures in the discovery of heterocyclic compounds with potential pharmaceutical activities.

Details

Language :
English
ISSN :
1520-6904
Volume :
89
Issue :
4
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
38325879
Full Text :
https://doi.org/10.1021/acs.joc.3c02377