Spirooxindole synthesis via palladium-catalyzed dearomative reductive-Heck reaction

Palladium-catalyzed intramolecular dearomative reductive-Heck reaction of C2-substituted indoles is developed, which provides access to structurally diverse 3,2'-spiropyrrolidine oxindoles. By changing the hydride source to AcONa base, direct C3-arylation products [2,3-b]quinolinones are achiev...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2017, Vol.15 (13), p.2711-2715
Main Authors: Liu, Ren-Rong, Xu, Yang, Liang, Ren-Xiao, Xiang, Bin, Xie, Hu-Jun, Gao, Jian-Rong, Jia, Yi-Xia
Format: Article
Language:English
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Summary:Palladium-catalyzed intramolecular dearomative reductive-Heck reaction of C2-substituted indoles is developed, which provides access to structurally diverse 3,2'-spiropyrrolidine oxindoles. By changing the hydride source to AcONa base, direct C3-arylation products [2,3-b]quinolinones are achieved in good yields. The reaction of C2-substituted benzofuran is also realized, delivering the desired spiro-product.
ISSN:1477-0520
1477-0539
DOI:10.1039/c7ob00146k