Synthesis of Spirooxindoles from N‑Arylamide Derivatives via Oxidative C(sp2)–C(sp3) Bond Formation Mediated by PhI(OMe)2 Generated in Situ

Synthesis of Spirooxindoles from N‑Arylamide Derivatives via Oxidative C(sp2)–C(sp3) Bond Formation Mediated by PhI(OMe)2 Generated in Situ

A class of novel spirooxindole compounds (2) were readily synthesized, in a metal-free environment, from N-arylamide derivatives (1) via intramolecular oxidative cyclization. Direct oxidative C­(sp2)–C­(sp3) bond formation was realized with the least-studied PhI­(OMe)2 as an oxidant, formed in situ...

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Veröffentlicht in:Organic letters 2019-02, Vol.21 (4), p.890-894
Hauptverfasser: Zhen, Xiaohua, Wan, Xintong, Zhang, Wei, Li, Qiao, Zhang-Negrerie, Daisy, Du, Yunfei
Format: Artikel
Sprache:eng
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Zusammenfassung:A class of novel spirooxindole compounds (2) were readily synthesized, in a metal-free environment, from N-arylamide derivatives (1) via intramolecular oxidative cyclization. Direct oxidative C­(sp2)–C­(sp3) bond formation was realized with the least-studied PhI­(OMe)2 as an oxidant, formed in situ from the reaction between PhIO and MeOH.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.8b03741