Citation: Jing Ren, Meng-Cheng Jia, Feng-Huan Du, Chi Zhang. A general method for one-step synthesis of monofluoroiodane(Ⅲ) reagents using silver difluoride[J]. Chinese Chemical Letters, ;2022, 33(11): 4834-4837. doi: 10.1016/j.cclet.2022.01.070 shu

A general method for one-step synthesis of monofluoroiodane(Ⅲ) reagents using silver difluoride

State Key Laboratory of Elemento-Organic Chemistry, The Research Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, China

zhangchi@nankai.edu.cn

Received Date: 4 November 2021
Revised Date: 20 January 2022
Accepted Date: 23 January 2022
Available Online: 1 February 2022

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Herein we report a new general method for one-step synthesis of four kinds of fluoroiodane(Ⅲ) reagents by treating the corresponding aryl iodides with silver difluoride (AgF₂). This is the first method applicable for the synthesis of all four fluoroiodane(Ⅲ) reagents including p-iodotoluene difluoride (1), fluoro-benziodoxole (2), fluoro-benziodoxolone (3), and fluoro-N-acetylbenziodazole (4). AgF₂ was firstly employed in the direct oxidative fluorination of iodobenzene and thus has shown its outstanding oxidation and fluorine-transfer ability. The use of AgF₂ has improved the synthesis of fluoroiodane(Ⅲ) reagents by shortening the reaction steps, avoiding the use of hazardous reagents, and simplifying the experimental operations. It was worth noting that we have developed the first one-step direct synthetic method for 3, while 3 can only be synthesized through Cl→F ligand exchange reaction previously.
- Monofluoroiodane(Ⅲ) reagents,
- Silver difluoride,
- Iodobenzene derivatives,
- One-step synthesis,
- DFT calculations
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