Copper-Catalyzed Decarboxylative Trifluoromethylation of Allylic Bromodifluoroacetates

被引:44
作者
Ambler, Brett R. [1 ]
Altman, Ryan A. [1 ]
机构
[1] Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA
关键词
NUCLEOPHILIC TRIFLUOROMETHYLATION; DIFLUOROCARBENE PRECURSORS; ORGANIC HALIDES; ARYL HALIDES; FLUORINATION; CHLORODIFLUOROACETATE; DERIVATIVES; GENERATION; ANALOGS; ACID;
D O I
10.1021/ol402780k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The development of new synthetic fluorination reactions has important implications in medicinal, agricultural, and materials chemistries. Given the prevalence and accessibility of alcohols, methods to convert alcohols to trifluoromethanes are desirable. However, this transformation typically requires four-step processes, specialty chemicals, and/or stoichiometric metals to access the trifluoromethyl-containing product. A two-step copper-catalyzed decarboxylative protocol for converting allylic alcohols to trifluoromethanes is reported. Preliminary mechanistic studies distinguish this reaction from previously reported Cu-mediated reactions.
引用
收藏
页码:5578 / 5581
页数:4
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