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Issue 41, 2017
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Visible-light-mediated radical cascade reaction: synthesis of 3-bromocoumarins from alkynoates

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Abstract

A visible-light-mediated radical addition of alkynoates to generate 3-bromocoumarins by using N-bromosuccinimide as the bromo source has been accomplished. This procedure provides a bromo radical addition/spirocyclization/ester migration cascade reaction under very mild reaction conditions without using any catalyst or strong oxidant and does not need high reaction temperature. Furthermore, the reaction can also be enlarged to the gram scale, and the product 3-bromocoumarins can be further applied in the synthesis of complex compounds.

Graphical abstract: Visible-light-mediated radical cascade reaction: synthesis of 3-bromocoumarins from alkynoates

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Publication details

The article was received on 01 Sep 2017, accepted on 02 Oct 2017 and first published on 02 Oct 2017


Article type: Paper
DOI: 10.1039/C7OB02199B
Citation: Org. Biomol. Chem., 2017,15, 8820-8826
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    Visible-light-mediated radical cascade reaction: synthesis of 3-bromocoumarins from alkynoates

    S. Feng, J. Li, Z. Liu, H. Sun, H. Shi, X. Wang, X. Xie and X. She, Org. Biomol. Chem., 2017, 15, 8820
    DOI: 10.1039/C7OB02199B

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