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Oxidative cyanation of 2-oxindoles: formal total synthesis of (±)-gliocladin C

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Abstract

Efficient oxidative direct cyanations of 3-alkyl/aryl 2-oxindoles using Cyano-1,2-BenziodoXol-3(1H)-one (CBX) (2a) have been reported under ‘transition metal-free’ conditions to synthesize a wide variety of 3-cyano 3-alkyl/aryl 2-oxindoles sharing an all-carbon quaternary center under additive-free conditions. The application of this process is shown by the formal total synthesis of (±)-gliocladin C (11c) in a few steps.

Graphical abstract: Oxidative cyanation of 2-oxindoles: formal total synthesis of (±)-gliocladin C

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Article information


Submitted
27 Dec 2019
Accepted
03 Feb 2020
First published
03 Feb 2020

Org. Biomol. Chem., 2020, Advance Article
Article type
Paper

Oxidative cyanation of 2-oxindoles: formal total synthesis of (±)-gliocladin C

A. Maity, A. Roy, M. K. Das, S. De, M. Naskar and A. Bisai, Org. Biomol. Chem., 2020, Advance Article , DOI: 10.1039/C9OB02752A

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