scholarly journals Preparation and Synthetic Application of Naproxen-Containing Diaryliodonium Salts

Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3240
Author(s):  
Jun Zhou ◽  
Zhiyuan Bao ◽  
Panpan Wu ◽  
Chao Chen
Keyword(s):  
Methyl Ester ◽  
Aromatic Ring ◽  
Solvent Mixture ◽  
Iodonium Salts ◽  
Diaryliodonium Salts ◽  
Esterification Reactions ◽  
Trimethylsilyl Trifluoromethanesulfonate ◽  
Synthetic Application ◽  
Hydrolysis Of ◽  
Naproxen Methyl Ester

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.

The Preparation and Application of Diaryliodonium Salts Derived from Gemfibrozil and Gemfibrozil Methyl Ester

Synthesis ◽  
2021 ◽  
Author(s):  
Jun Zhou ◽  
Zhiyuan Bao ◽  
Panpan Wu ◽  
Chao Chen
Keyword(s):  
Methyl Ester ◽  
Iodonium Salts ◽  
Diaryliodonium Salts

The diaryliodonium salts derived from gemfibrozil and gemfibrozil methyl ester have been synthesized with ArI(OH)OTs or bis(4-methoxyphenyl) iodonium diacetate with good regio-selectivity. Those iodonium salts have been successfully used in derivatization of gemfibrozil or gemfibrozil methyl ester, including fluorination, alkynylation and arylation, etherification, esterification and iodination reactions.

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