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

Literature Information

Publication Date 2015-12-11
DOI 10.1039/C5QO00352K
Impact Factor 5.281
Authors

Xiu-Long Yang, Yan Long, Fei Chen, Bing Han


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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.

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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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