Difluoromethylation of 2-Hydroxychalcones Using Sodium 2-Chloro-2,2-difluoroacetate as Difluoromethylating Agent |
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Authors: | WANG Wei HUA Mingqing HUANG Yan ZHANG Qi ZHANG Xiaoyan WU Jingbo |
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Affiliation: | 1. School of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang 212013, P. R. China;
2. Hainan Provincial Key Laboratory of Fine Chemistry, Hainan University, Haikou 570228, P. R. China |
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Abstract: | Difluoromethylation of 2-hydroxychalcones using sodium 2-chloro-2,2-difluoroacetate as the difluoro-methylating agent was developed. Under facile conditions, a wide range of aryl difluoromethyl ethers were obtained in yields of 36%-80%. It is noteworthy that the new addition products, 2,2-difluoro-2H-benzofuran derivatives, were also synthesized in the reactions. The yield of 2,2-difluoro-2H-benzofuran derivative could be up to 35% when 3-methyl-2-hydroxychalcone was used as the reactant. A plausible reaction mechanism was proposed. |
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Keywords: | Difluoromethylation 2-Hydroxychalcone 2-Difluoromethoxychalcone 2 2-Difluoro-2H-benzofuran |
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