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Assembly of 3-allyl-3-ethynyl-oxindole motifs via palladium( ii )-catalyzed quaternary allylation of 3-ethynyl-3-OBoc-oxindoles

Palladium( ii )-catalyzed C3-allylation of 3-ethynyl-3-OBoc oxindole derivatives was achieved for the first time to access highly functionalized 3-allyl-3-ethynyl substituted oxindole derivatives for a broad range of substrates in very good yields (up to 94%). The synthetic applications of the allyl...

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Bibliographic Details
Published in:RSC advances 2015-01, Vol.5 (67), p.54316-54320
Main Authors: Kumarswamyreddy, Nandarapu, Prakash, Muthuraj, Jayakumar, Samydurai, Kesavan, Venkitasamy
Format: Article
Language:English
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Summary:Palladium( ii )-catalyzed C3-allylation of 3-ethynyl-3-OBoc oxindole derivatives was achieved for the first time to access highly functionalized 3-allyl-3-ethynyl substituted oxindole derivatives for a broad range of substrates in very good yields (up to 94%). The synthetic applications of the allylated products were explored by synthesizing five and six membered carbocyclic spirooxindoles in moderate to very good diastereoselectivities.
ISSN:2046-2069
2046-2069
DOI:10.1039/C5RA07955A