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. 2018 Aug 3;83(15):8695-8709.
doi: 10.1021/acs.joc.8b00922. Epub 2018 Jun 25.

Nucleophilic Ring Opening of Donor-Acceptor Cyclopropanes with the Cyanate Ion: Access to Spiro[pyrrolidone-3,3'-oxindoles]

Sergey V Zaytsev  1 , Konstantin L Ivanov  1 , Dmitry A Skvortsov  1 , Stanislav I Bezzubov  2 , Mikhail Ya Melnikov  1 , Ekaterina M Budynina  1
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Nucleophilic Ring Opening of Donor-Acceptor Cyclopropanes with the Cyanate Ion: Access to Spiro[pyrrolidone-3,3'-oxindoles]

Sergey V Zaytsev et al. J Org Chem. .

Abstract

The nucleophilic ring opening of donor-acceptor cyclopropanes with the cyanate ion is reported for the first time. Cyclopropanes, spiro-activated with oxindole fragments as acceptors, are shown to undergo transformations into biologically relevant spiro[pyrrolidone-3,3'-oxindoles] while being treated with potassium cyanate under microwave assistance.

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