含萘普生的二芳基碘鎓盐的制备及合成应用。
Preparation and Synthetic Application of Naproxen-Containing Diaryliodonium Salts.
机构信息
School of Biotechnology and Health Sciences, International Healthcare Innovation Institute (Jiangmen), Wuyi University, Jiangmen 529000, China.
Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, China.
出版信息
Molecules. 2021 May 28;26(11):3240. doi: 10.3390/molecules26113240.
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.
从萘普生甲酯和 ArI(OH)OTs 出发，在二氯甲烷和 2,2,2-三氟乙醇（TFE）的混合溶剂中，使用三甲基硅基三氟甲磺酸酯（TMSOTf）激活，实现了含萘普生的二芳基碘𬭩盐的合成。这些碘𬭩盐已成功用于萘普生甲酯芳环的功能化，包括氟化、碘化、炔基化、芳基化、噻吩化、氨基化和酯化反应。此外，所得 5-碘-萘普生甲酯进一步水解得到 5-碘-萘普生。
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