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

J Org Chem

Graduate School of Medicine, Dentistry and Pharmaceutical Sciences, Okayama University, 1-1-1 Tsushima-naka, Kita-ku, Okayama 7008530, Japan.

Published: March 2023

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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http://dx.doi.org/10.1021/acs.joc.3c00013DOI Listing

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