O-Trifluoromethylation of Phenols: Access to Aryl Trifluoromethyl Ethers by O-Carboxydifluoromethylation and Decarboxylative Fluorination
O-Trifluoromethylation of Phenols: Access to Aryl Trifluoromethyl Ethers by O-Carboxydifluoromethylation and Decarboxylative Fluorination
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酚的邻三氟甲基化：通过邻羧基二氟甲基化和脱羧氟化获得芳基三氟甲基醚
DOI：
10.1021/acs.orglett.6b01779
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发表时间：
2016
期刊：
影响因子：
5.2
通讯作者：
Hu Jinbo
中科院分区：
文献类型：
--
作者：
Zhou Min;Ni Chuanfa;He Zhengbiao;Hu Jinbo
本文报道了一种新的合成芳基三氟甲基醚（ArOCF_3）的方法，该方法将酚类的O-羧基二氟甲基化反应与随后的脱羧反应相结合。该方案允许以中等至良好的产率容易地构建官能化的三氟甲氧基苯和三氟甲基硫醇化的芳烃（ArSCF 3）。此外，它利用方便和廉价的试剂溴二氟乙酸钠和SelectFluor II，因此，对苯酚的O-三氟甲基化是实用的。该方法的潜在应用被证明与植物生长调节剂，氟哌啶醇的制备。
A new strategy for the synthesis of aryl trifluoromethyl ethers (ArOCF3) by combiningO-carboxydifluoromethylation of phenols and subsequent decarboxylative fluorination is reported. This protocol allows easy construction of functionalized trifluoromethoxybenzenes and trifluoromethylthiolated arenes (ArSCF3) in moderate to good yields. Moreover, it utilizes accessible and inexpensive reagents sodium bromodifluoroacetate and SelectFluor II and, thus, is practical forO-trifluoromethylation of phenols. The potential application of this method is demonstrated with the preparation of a plant-growth regulator, Flurprimidol.