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Chinese Journal of Organic Chemistry >

2021 , Vol. 41 >Issue 9: 3511 - 3520

DOI: https://doi.org/10.6023/cjoc202106011

ARTICLES

Site-Selective C—H Iodination of Phenol Derivatives Using Aryl Iodide as Iodinating Reagent

  • Tao Zhang ,
  • Shangda Li ,
  • Chunlin Zhou ,
  • Xinchao Wang ,
  • Meng Zhang ,
  • Zezhong Gao ,
  • Gang Li
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  • a School of Science, North University of China, Taiyuan, Shanxi 030051
    b Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou 350002
* Corresponding authors. E-mail: ;

Received date: 2021-06-06

  Revised date: 2021-06-07

  Online published: 2021-06-07

Supported by

National Natural Science Foundation of China(22022111); National Natural Science Foundation of China(22071248); Natural Science Foundation of Fujian Province(2020J02008); Natural Science Foundation of Fujian Province(2020J01108); Youth Innovation Promotion Association of the Chinese Academy of Sciences(2020306)

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Abstract

Site-selective C—H iodination of electron-rich phenols is a challenging reaction. A Pd(II)-catalyzed C—H iodination of free 2-aryl phenols and 2-phenoxyacetic acids using 4-iodo-3-nitroanisole as the mild iodinating reagent was reported. Excellent site-selectivity and good functional group tolerance were obtained with a range of electron rich phenol derivatives. These results suggest that C—H iodination via formal metathesis is a potentially useful method for C—H iodination of challenging substrates.

Key words： C—H iodination; formal metathesis; site-selectivity; phenol; aryl iodide; palladium catalysis

Cite this article

Tao Zhang , Shangda Li , Chunlin Zhou , Xinchao Wang , Meng Zhang , Zezhong Gao , Gang Li . Site-Selective C—H Iodination of Phenol Derivatives Using Aryl Iodide as Iodinating Reagent[J]. Chinese Journal of Organic Chemistry, 2021 , 41(9) : 3511 -3520 . DOI: 10.6023/cjoc202106011

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