Issue 3, 2022

Palladium-catalyzed stereoselective trifluoromethylated allylic alkylation of 3-substituted oxindoles

Abstract

An efficient catalytic methodology for trifluoromethylated allylic alkylation of 3-substituted oxindoles using α-(trifluoromethyl)alkenyl acetates as the trifluoromethyl-containing allylic alkylation partner is described. The reaction proceeds smoothly with the incorporation of Pd(OAc)2 and (R)-BINAP, affording various functionalized trifluoromethyl-containing 3,3′-disubstituted oxindoles with high yields and good enantioselectivities. This report is an extension of our continuous work on the application of α-(trifluoromethyl)alkenyl esters.

Graphical abstract: Palladium-catalyzed stereoselective trifluoromethylated allylic alkylation of 3-substituted oxindoles

Supplementary files

Article information

Article type
Research Article
Submitted
25 Oct 2021
Accepted
18 Dec 2021
First published
20 Dec 2021

Org. Chem. Front., 2022,9, 810-815

Palladium-catalyzed stereoselective trifluoromethylated allylic alkylation of 3-substituted oxindoles

D. Li, S. Zhang, B. Wang, W. Sun, J. Zhao, J. Qu and Y. Zhou, Org. Chem. Front., 2022, 9, 810 DOI: 10.1039/D1QO01597D

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