Issue 67, 2015

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

Abstract

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.

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

Supplementary files

Article information

Article type
Paper
Submitted
30 Apr 2015
Accepted
15 Jun 2015
First published
15 Jun 2015

RSC Adv., 2015,5, 54316-54320

Author version available

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

N. Kumarswamyreddy, M. Prakash, S. Jayakumar and V. Kesavan, RSC Adv., 2015, 5, 54316 DOI: 10.1039/C5RA07955A

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