Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 3, Pages 772-780Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.5b02761
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Funding
- EPSRC [EP/K503903/1]
- Ministry of Higher Education and Scientific Research
- University of Benghazi, Libya
- Engineering and Physical Sciences Research Council [EP/K503903/1] Funding Source: researchfish
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A mild and rapid method for the iodination of arenes that utilizes silver(I) triflimide as a catalyst for activation of N-iodosuccinimide has been developed. The transformation was found to be general for a wide range of anisole, aniline, acetanilide, and phenol derivatives and allowed the late-stage iodination of biologically active compounds such as PIMBA, a SPECT imaging agent of breast cancer, and (-)-IBZM, a dopamine D-2 receptor antagonist. The method was also modified for the radioiodination of arenes using a one-pot procedure involving the in situ generation of [I-125]-N-iodosuccinimide followed by the silver(I)-catalyzed iodination.
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