Issue 41, 2017

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

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

Supplementary files

Article information

Article type
Paper
Submitted
01 Sep 2017
Accepted
02 Oct 2017
First published
02 Oct 2017

Org. Biomol. Chem., 2017,15, 8820-8826

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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