Synthesis of Dialkyl-Substituted Monofluoroalkenes via Palladium-Catalyzed Cross-Coupling of Alkyl Carbagermatranes

被引:24
作者
Wang, Chao [1 ]
Liu, Yu-Chao [1 ]
Xu, Meng-Yu [1 ]
Xiao, Bin [1 ]
机构
[1] Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China
基金
中国博士后科学基金;
关键词
STEREOSELECTIVE-SYNTHESIS; GEM-DIFLUOROALKENES; DESIGN; FLUOROOLEFINS; INHIBITORS; SECONDARY; ESTERS; ACIDS;
D O I
10.1021/acs.orglett.1c01289
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An unprecedented cross-coupling reaction of alkyl carbagermatranes with bromofluoroolefins to deliver dialkyl-substituted monofluoroalkenes was achieved. This cross-coupling reaction was performed under base/additive-free conditions with excellent functional group tolerance, therefore offering an opportunity for challenging dialkyl-substituted monofluoroalkenes. The preparation of bioactive agent analogues including an antitubercular agent mimic and a COX-2 inhibitor analogue and the late-stage fluoroalkenylation of drug-molecule derivatives proved the utility of this strategy.
引用
收藏
页码:4593 / 4597
页数:5
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