Journal
TETRAHEDRON LETTERS
Volume 60, Issue 20, Pages 1389-1392Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2019.04.033
Keywords
Organofluorine compounds; Trifluoromethylation; Arenes
Categories
Funding
- National Natural Science Foundation of China [21877061]
- Natural Science Foundation of Jiangsu Province [BK20171448]
- National and Local Joint Engineering Research Center of Biomedical Functional Materials and Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)
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Fluorine is probably another favorite hetero-atom for incorporation into small molecules after nitrogen. Among many fluorine-containing groups, trifluoromethyl aryl ethers (ArOCF3) have unique properties in drug design and are difficult to be synthesized, and many different methods were developed to prepare them. A novel one-pot synthesis of o-iodine-aryl trifluoromethyl ethers (ArOCF3I) was described by the reaction of trifluoromethoxylation and iodination with trifluoromethyl aryl sulfonates (TFMS) in this manuscript. The reaction conditions were optimized by screening different solvents, crown ethers, substrates and the ratios and the yields of products were in moderate to high yields (up to 86%). (C) 2019 Elsevier Ltd. All rights reserved.
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