Preparation and Synthetic Application of Naproxen-Containing Diaryliodonium Salts

Abstract

The synthesis of naproxen-containing diaryliodonium salts has been realized from naproxen methyl ester and ArI(OH)OTs activated by trimethylsilyl trifluoromethanesulfonate (TMSOTf) in a solvent mixture comprising dichloromethane and 2,2,2-trifluoroethanol (TFE). Those iodonium salts have been successfully used in the functionalization of an aromatic ring of naproxen methyl ester, including fluorination, iodination, alkynylation, arylation, thiophenolation, and amination and esterification reactions. Moreover, further hydrolysis of the obtained 5-iodo-naproxen methyl ester afforded 5-iodo-naproxen.

Oxidative cyclization and enzyme-free deiodination of thyroid hormones

“…[13][14][15][16][17][18] In the future these substrates could also enable diverse further derivations based on previous work by Chen and co-workers. 19,20…”