Format

Send to

Choose Destination
Org Biomol Chem. 2017 Nov 22;15(45):9718-9726. doi: 10.1039/c7ob02066j.

Copper-catalyzed ipso-selenation of aromatic carboxylic acids.

Author information

1
School of Pharmaceutical Science, Wenzhou Medical University, Wenzhou 325035, People's Republic of China. wuge@wmu.edu.cn.

Abstract

The copper-catalyzed decarboxylative selenation of aromatic carboxylic acids with diselenide is reported. This transformation tolerated a diverse set of functional groups on the substrates, including pentafluorobenzoic acid and heteroaromatic acids, delivering diaryl and methyl aryl selenides in good to excellent yields. Mechanistic studies indicated that the copper catalyst is essential in the activation of the Se-Se bond and the decarboxylation of aromatic acids. The utility of the products has been demonstrated in the facile synthesis of 10H-phenoselenazine and 11-methyldibenzo-(b,f)-1,4-selenazepine.

PMID:
29165471
DOI:
10.1039/c7ob02066j

Supplemental Content

Full text links

Icon for Royal Society of Chemistry
Loading ...
Support Center