Trifluoroacetic Acid-Promoted Synthesis of 3-Hydroxy, 3-Amino and Spirooxindoles from α-Keto-N-Anilides
Gorokhovik, Ioulia; Neuville, Luc; Zhu, Jieping
2011

Abstract

Ketoanilides containing alkyl side chains were readily cyclized to 3-hydroxy-2-oxindoles or spirooxindoles by a single or double intramolecular Friedel-Crafts reaction in the presence of trifluoroacetic acid (TFA) at room temperature or at 45 degrees C. alpha-Iminocarboxamides, generated in situ from ketoamides, cyclized similarly to 3-aminooxindoles under identical conditions.

Details

Title Trifluoroacetic Acid-Promoted Synthesis of 3-Hydroxy, 3-Amino and Spirooxindoles from α-Keto-N-Anilides
Author(s) Gorokhovik, Ioulia ; Neuville, Luc ; Zhu, Jieping
Published in Organic Letters
Volume 13
Issue 20
Pages 5536-5539
Date 2011
ISSN 1523-7052
Keywords
DOI https://doi.org/10.1021/ol202263a
Other identifier(s) View record in Web of Science
Laboratories LSPN
Record Appears in Scientific production and competences > SB - School of Basic Sciences > ISIC - Institute of Chemical Sciences and Engineering > LSPN - Laboratory of synthesis and natural products
Peer-reviewed publications
Work produced at EPFL
Journal Articles
Published
Record creation date 2011-10-20

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