Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 136, Issue 27, Pages 9521-9523Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja505199u
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Funding
- Indiana University
- American Chemical Society Petroleum Research Fund [PRF52233-DNI1]
- Eli Lilly Co.
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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.
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