Trifluoroacetic acid-promoted synthesis of 3-hydroxy, 3-amino and spirooxindoles from α-keto-N-anilides
I Gorokhovik, L Neuville, J Zhu
Index: Gorokhovik, Ioulia; Neuville, Luc; Zhu, Jieping Organic Letters, 2011 , vol. 13, # 20 p. 5536 - 5539
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Citation Number: 37
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° C. α-Iminocarboxamides, generated in situ from ketoamides, cyclized similarly to 3-aminooxindoles under identical conditions.
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