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Issue 36, 2017
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Tandem radical cyclization to construct poly-brominated 2-oxindoles

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Abstract

Catalytic amounts of TBHP (15 mol%) promoted tribromomethylation of activated alkenes has been developed. This method provided a metal-free aerobic way to construct tribromomethylated 2-oxindoles from the reaction of readily available N-arylacrylamides with CBr4via a proposed tandem radical cyclization process. Air is used as an efficient terminal oxidant in this transformation. The formation of 1,1-dibromoolefin derivatives was also realized at higher temperature under neat conditions.

Graphical abstract: Tandem radical cyclization to construct poly-brominated 2-oxindoles

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Publication details

The article was received on 27 Jul 2017, accepted on 29 Aug 2017 and first published on 29 Aug 2017


Article type: Paper
DOI: 10.1039/C7OB01859B
Citation: Org. Biomol. Chem., 2017,15, 7710-7714
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    Tandem radical cyclization to construct poly-brominated 2-oxindoles

    F. Chen, Y. Wang, S. Zhao, W. Jiang and C. Huo, Org. Biomol. Chem., 2017, 15, 7710
    DOI: 10.1039/C7OB01859B

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