A method for synthesizing difluoromethyl compounds

By activating the CF bond using BPh4Na as an activator in the photocatalytic reaction of aryl trifluoromethyl compounds with aryl olefins, the problems of substrate adaptability and mild conditions in the synthesis of difluoromethyl compounds in the prior art have been solved, and efficient and inexpensive synthesis of difluoromethyl compounds has been achieved.

CN122404115APending Publication Date: 2026-07-17ZHEJIANG UNIV OF TECH SHENGZHOU INNOVATION RES INST CO LTD
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Patent Information

Application Number
CN202610560090.2
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2026-04-24
Publication Date
2026-07-17

AI Technical Summary

Technical Problem

Existing technologies struggle to synthesize difluoromethyl compounds efficiently under mild conditions, especially due to the high bond energy of the carbon-fluorine bond in trifluoromethyl groups and the waste associated with metal catalysis. Furthermore, photocatalysis methods are only applicable to specific substrates and lack broad substrate adaptability and functional group compatibility.

Method used

Aryl trifluoromethyl compounds were used to carry out aryl difluoromethylation reactions with aryl olefins in organic solvents under light conditions. The CF bond was activated with the activator BPh4Na to form a B–F radical complex. The CF bond was then activated through the coordination bond between boron and fluorine to generate aryl difluoromethyl radicals, which were then reduced to the target product through the HAT process.

Benefits of technology

The synthesis of difluoromethyl compounds in high yield was achieved under mild conditions, broadening the synthetic reaction system. All reagents were inexpensive and readily available, making it valuable for industrial applications.

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Abstract

本申请公开了一种二氟甲基化合物的合成方法,属于有机化合物二氟甲基化合物合成技术领域;包括以下步骤:在有机溶剂中,在活化剂、碱和催化剂存在条件下,将芳基三氟甲基与芳基烯烃,在光照条件下进行芳基二氟甲基化反应,制备得二氟甲基化合物;本申请采用活化剂活化芳基三氟甲基碳氟键,形成B–F自由基络合物,硼与氟之间形成的配位键活化了芳基三氟甲基底物的C‑F键,导致C−F 键断裂,生成的芳基二氟甲基自由基与活化烯发生加成反应,生成目标产物;本申请可以在温和的条件下进行,反应原料丰富价格低廉,具有极佳的工业应用前景。
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Citation Information

Patent Citations

  • Method for defluorination alkylation of trifluoromethyl compound

    CN119954671A