Iron-Catalyzed Borylation of Alkyl Electrophiles

被引:171
作者
Atack, Thomas C. [1 ]
Lecker, Rachel M. [1 ]
Cook, Silas P. [1 ]
机构
[1] Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
关键词
CROSS-COUPLING REACTION; HALIDES; PALLADIUM; ARYL; SECONDARY; REAGENTS; ESTERS;
D O I
10.1021/ja505199u
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The use of low-cost iron(III) acetoacetate (Fe(acac)(3)) and tetramethylethylenediamine (TMEDA) enables the direct cross-coupling of alkyl halides with bis(pinacolato)diboron. This approach allows for the borylation of activated or unactivated primary, secondary, and tertiary bromides. Moreover, even the borylation of benzylic or allylic chlorides, tosylates, and mesylates are possible. The reactions proceed under mild conditions at room temperature and show broad functional-group compatibility and "robustness" as measured by a modified Glorius robustness screen.
引用
收藏
页码:9521 / 9523
页数:3
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