- Selective O-difluoromethylation of 1,3-diones using S-(difluoromethyl) sulfonium salt
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A facile and highly efficient approach for selective O-difluoromethylation of 1,3-diones by recently developed bench-stable S-(difluoromethyl)sulfonium salt was described. And a broad range of difluoromthyl enol ethers were readily accessed in good to exc
- Liu, Guo-Kai,Li, Xin,Qin, Wen-Bing,Lin, Wei-Feng,Lin, Li-Ting,Chen, Jia-Yi,Liu, Jian-Jian
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p. 1515 - 1518
(2019/04/17)
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- O-Difluoromethylation of 1,3-diones with S-difluoromethyl sulfonium salt
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The O-difluoromethylation of 1,3-diones with S-difluoromethyl sulfonium salt is described. The sulfonium salt was previously believed to be a direct difluoromethylation reagent, but our mechanistic investigation reveals that the O-difluoromethylation reaction proceeds not only via the direct transfer of the CF2H group, but also via a difluorocarbene process. This work represents the first protocol for mild O-difluoromethylation of acyclic 1,3-diones.
- Yue, Chun-Bo,Lin, Jin-Hong,Cai, Ji,Zhang, Cheng-Pan,Zhao, Gang,Xiao, Ji-Chang,Li, HengFeng
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p. 35705 - 35708
(2016/05/19)
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- A new method for the synthesis of difluoromethyl enol ethers by O-difluoromethylation of 1,3-diones with ClCF2CO2Et
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A facile, efficient, single-step protocol for the synthesis of difluoromethyl enol ether derivatives by O-difluoromethylation of 1,3-diones via in situ generation of difluorocarbene from ClCF2CO2Et has been developed. The functional group tolerance, scalability of the reaction, and mild reaction conditions make it an attractive protocol for the synthesis of biologically relevant difluoromethyl ethers of interest to the pharmaceutical and agrochemical industries.
- Lin, Xiaoxi,Weng, Zhiqiang
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p. 3432 - 3437
(2015/03/18)
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- Selective O-difluoromethylation of 1,3-diones by bromodifluoromethylating reagents
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The regioselective O-difluoromethylation of 1,3-diones was achieved via in situ generation of difluorocarbene from bromodifluoromethylating reagents in the presence of an organic base. A wide variety of difluormethyl enol ethers were obtained in good to excellent yields. The reaction mechanism is discussed based on ab initio calculations (kcal/mol).
- Liu, Guokai,Wang, Xin,Xu, Xiu-Hua,Lu, Xu,Tokunaga, Etsuko,Tsuzuki, Seiji,Shibata, Norio
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supporting information
p. 1044 - 1047
(2013/04/10)
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