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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.

SUBMITTER: Zhou J

PROVIDER: S-EPMC8198133 | biostudies-literature | 2021 May

REPOSITORIES: biostudies-literature

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Preparation and Synthetic Application of Naproxen-Containing Diaryliodonium Salts.

Zhou Jun J Bao Zhiyuan Z Wu Panpan P Chen Chao C

Molecules (Basel, Switzerland) 20210528 11

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 reacti ...[more]

PMID: 34071240

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