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Ring expansion and ring opening of 3-halooxindoles with <i>N</i>-alkoxycarbonyl-<i>O</i>-tosylhydroxylamines for divergent access to 4-aminoquinolin-2-ones and <i>N</i>-Cbz-<i>N’</i>-arylureas

Wei‐Cheng Yuan, Jian Zuo, Shu‐Pei Yuan, Jian‐Qiang Zhao, Zhen‐Hua Wang, Yong You

2020Organic Chemistry Frontiers20 citationsDOI

Abstract

The reaction of <italic>N</italic>-alkoxycarbonyl-<italic>O</italic>-tosylhydroxylamines with indol-2-ones <italic>in situ</italic> generated from 3-halooxindoles has been developed for divergently accessing 4-aminoquinolin-2-ones and <italic>N</italic>-Cbz-<italic>N’</italic>-arylureas in good to excellent yields.

Topics & Concepts

Ring (chemistry)ChemistryCombinatoricsMathematicsOrganic chemistryAsymmetric Synthesis and CatalysisCatalytic C–H Functionalization MethodsChemical synthesis and alkaloids
Ring expansion and ring opening of 3-halooxindoles with <i>N</i>-alkoxycarbonyl-<i>O</i>-tosylhydroxylamines for divergent access to 4-aminoquinolin-2-ones and <i>N</i>-Cbz-<i>N’</i>-arylureas | Litcius