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Synthesis 2022; 54(05): 1388-1394
DOI: 10.1055/a-1679-7753
paper

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

Jun Zhou
a   School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, 529020, P. R. of China
b   International Healthcare Innovation Institute (Jiangmen), Jiangmen, 529000, P. R. of China
,
Zhiyuan Bao
c   Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, P. R. of China
,
Panpan Wu∗
a   School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, 529020, P. R. of China
b   International Healthcare Innovation Institute (Jiangmen), Jiangmen, 529000, P. R. of China
,
Chao Chen∗
a   School of Biotechnology and Health Sciences, Wuyi University, Jiangmen, 529020, P. R. of China
b   International Healthcare Innovation Institute (Jiangmen), Jiangmen, 529000, P. R. of China
c   Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, P. R. of China
d   State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, P. R. of China
› Author AffiliationsThis work was supported by the National Key Research and Development Program of China (2016YFB0401400), the National Natural Science Foundation of China (22071129, 21871158), the Department of Education of Guangdong Province (No. 2016KCXTD005), and the Youth Foundation of Wuyi University (No. 2017td01).
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Abstract

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

Key words

gemfibrozil - gemfibrozil methyl ester - diaryliodonium salts - Koser’s reagent - derivatization

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/a-1679-7753.
  • Supporting Information


Publication History

Received: 26 September 2021

Accepted after revision: 27 October 2021

Accepted Manuscript online:
27 October 2021

Article published online:
29 November 2021

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