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Silyl Cyanopalladate-Catalyzed Friedel-Crafts-Type Cyclization Affording 3-Aryloxindole Derivatives

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Please use this identifier to cite or link to this item:http://hdl.handle.net/2115/84432

Title: Silyl Cyanopalladate-Catalyzed Friedel-Crafts-Type Cyclization Affording 3-Aryloxindole Derivatives
Authors: Ece, Hamdiye Browse this author
Tange, Yuji Browse this author
Yurino, Taiga Browse this author →KAKEN DB
Ohkuma, Takeshi Browse this author →KAKEN DB
Keywords: Lewis acid catalysis
Friedel-Crafts reaction
cyclization
oxindoles
S(N)1 reaction
Issue Date: 26-Jan-2021
Publisher: Georg Thieme Verlag
Journal Title: Synlett
Volume: 32
Issue: 09
Start Page: 935
End Page: 939
Publisher DOI: 10.1055/a-1373-7017
Abstract: 3-Aryloxindole derivatives were synthesized through a Friedel-Crafts-type cyclization. The reaction was catalyzed by a trimethylsilyl tricyanopalladate complex generated in situ from trimethylsilyl cyanide and Pd(OAc)(2). Wide varieties of diethyl phosphates derived from N-arylmandelamides were converted almost quantitatively into oxindoles. When N,N-dibenzylamide was used instead of an anilide substrate, a benzo-fused delta-lactam was obtained. An oxindole product was subjected to substitution reactions to afford 3,3-diaryloxindoles with two different aryl groups.
Type: article (author version)
URI: http://hdl.handle.net/2115/84432
Appears in Collections:工学院・工学研究院 (Graduate School of Engineering / Faculty of Engineering) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 大熊 毅

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