One-Pot Synthesis of Core Structure of Shewanelline C Using an Azidoindoline

The unprecedented synthesis of the indolines bearing N3-quinazolin-2,4-dione moiety using an AZIN is reported. The concise synthesis features the tandem Staudinger/chemo-selective aza-Wittig/cyclization sequence of AZINs with isatoic anhydride by a one-pot protocol.

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Veröffentlicht in:Journal of organic chemistry 2023-03, Vol.88 (6), p.3992-3997
Hauptverfasser: Yamashiro, Toshiki, Tokushige, Keisuke, Abe, Takumi
Format: Artikel
Sprache:eng
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Zusammenfassung:The unprecedented synthesis of the indolines bearing N3-quinazolin-2,4-dione moiety using an AZIN is reported. The concise synthesis features the tandem Staudinger/chemo-selective aza-Wittig/cyclization sequence of AZINs with isatoic anhydride by a one-pot protocol.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.3c00013