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

J Org Chem. 2023 Mar 17;88(6):3992-3997. doi: 10.1021/acs.joc.3c00013. Epub 2023 Mar 8.

Abstract

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.