期刊
ORGANIC LETTERS
卷 22, 期 23, 页码 9386-9391出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c03673
关键词
-
资金
- Israel Science Foundation [1890_/15]
- Israel Innovation Authority [69747]
We describe a highly efficient approach toward alpha-CF3-substituted benzhydryls thanks to the employment of organotitanium(IV) based nucleophiles. The use of commercially available anesthetic halothane as a cheap fluorinated building block in a sequential one-pot nickel-catalyzed enantioselective cross-coupling reaction of aryl titanates allowed for the synthesis of chiral alpha-CF3-substituted benzhydryls in good yields and excellent enantioselectivities. Alternatively, alpha-CF3-benzyl bromides could be employed under similar conditions to obtain the same family of compounds in higher yields and excellent selectivities. A benzhydryl moiety is a common motif in many biologically active compounds, and their enantioenriched fluorinated analogs should be of great interest in the search for novel drugs and agrochemicals.
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