4.7 Article

One-Pot Synthesis of Unsymmetric Diaryliodonium Salts from Iodine and Arenes

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 82, Issue 22, Pages 11909-11914

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b01652

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Funding

  1. Swedish Research Council [2015-04404]
  2. Swedish Research Council [2015-04404] Funding Source: Swedish Research Council

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The first synthesis of unsymmetric diaryliodonium salts directly from iodine and arenes is presented. The methodology provides diaryliodonium salts with the trimethoxyphenyl (TMP) moiety as dummy group. The protocol avoids the customary use of iodoarenes, which can be both expensive and toxic. Excess reagents are not required, and the reactions are performed under mild conditions. O-Arylations with these TMP salts were demonstrated to be highly chemoselective.

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