Issue 43, 2018

Visible-light-promoted radical acylation/cyclization of alkynoates with aldehydes for the synthesis of 3-acylcoumarins

Abstract

A new, efficient, and atom-economic visible-light-promoted radical acylation/cyclization of alkynoates with aldehydes was developed for the synthesis of 3-acylcoumarins. The reaction undergoes a domino radical addition/5-exo cyclization, and ester migration to afford the product in moderate to good yields with wide functional group tolerance. The significant feature of this new method is the excellent tolerance of aliphatic aldehydes, which leads to the efficient synthesis of aliphatic 3-acylcoumarins.

Graphical abstract: Visible-light-promoted radical acylation/cyclization of alkynoates with aldehydes for the synthesis of 3-acylcoumarins

Supplementary files

Article information

Article type
Paper
Submitted
10 Sep 2018
Accepted
16 Oct 2018
First published
16 Oct 2018

Org. Biomol. Chem., 2018,16, 8196-8204

Visible-light-promoted radical acylation/cyclization of alkynoates with aldehydes for the synthesis of 3-acylcoumarins

Q. Wang, C. Yang and C. Jiang, Org. Biomol. Chem., 2018, 16, 8196 DOI: 10.1039/C8OB02232A

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