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Difluoromethylation of 2-Hydroxychalcones Using Sodium 2-Chloro-2,2-difluoroacetate as Difluoromethylating Agent
Authors:WANG Wei  HUA Mingqing  HUANG Yan  ZHANG Qi  ZHANG Xiaoyan  WU Jingbo
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
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.
Keywords:Difluoromethylation  2-Hydroxychalcone  2-Difluoromethoxychalcone  2  2-Difluoro-2H-benzofuran  
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