Issue 2, 2016

Synthesis of isoxazoline-featured oxindoles by iminoxyl radical-promoted cascade oxyalkylation/alkylarylation of alkenes

Abstract

A novel, selective and metal-free iminoxyl radical-promoted cascade oxyalkylation/alkylarylation of unactivated alkenes and activated alkenes via tandem O–C/C–C/C–C bond formation was developed. By using this protocol, isoxazoline-featured oxindoles were successfully synthesized by a one-pot reaction using β,γ-unsaturated ketoximes and N-arylacrylamides as readily accessible substrates and TBHP as the commercially available oxidant.

Graphical abstract: Synthesis of isoxazoline-featured oxindoles by iminoxyl radical-promoted cascade oxyalkylation/alkylarylation of alkenes

Supplementary files

Article information

Article type
Research Article
Submitted
05 Xim 2015
Accepted
09 Kax 2015
First published
11 Kax 2015

Org. Chem. Front., 2016,3, 184-189

Synthesis of isoxazoline-featured oxindoles by iminoxyl radical-promoted cascade oxyalkylation/alkylarylation of alkenes

X. Yang, Y. Long, F. Chen and B. Han, Org. Chem. Front., 2016, 3, 184 DOI: 10.1039/C5QO00352K

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