4.8 Article

Aryl Halides as Halogenation Reagents in the Bromination and Iodination of Arene-Tethered Diols

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ORGANIC LETTERS
Volume -, Issue -, Pages -

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c02358

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Funding

  1. National Natural Science Foundation of China [81573313]
  2. Six Talent Peaks Project of Jiangsu Province [SWYY-107]
  3. Qing Lan Project of Jiangsu Province
  4. 111 Center from the Ministry of Education of China
  5. State Administration of Foreign Export Affairs of China [B18056]
  6. Innovative Research Team in University [IRT_15R63]
  7. Jiangsu Province 333 Project

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This study demonstrates the application of aryl halides in organic synthesis, specifically focusing on the usage of methyl 2-bromobenzoate and 2-nitrophenyl iodides as mild and effective bromination and iodination reagents. This efficient cascade catalysis method can be applied to the total synthesis of natural products Mafaicheenamine A and Claulamine A.
Aromatic halides constitute a valuable class of building blocks that are commonly used in organic synthesis. In this study, we demonstrate usage of aryl bromides and aryl iodides in C-Br or C-I bond formation. Methyl 2-bromobenzoate and 2-nitrophenyl iodides were developed as mild and effective bromination and iodination reagents for functionalization of arene-tethered diols. This efficient cascaded catalysis can be applied to the total syntheses of natural product Mafaicheenamine A and Claulamine A.

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