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Iron-Catalyzed Borylation of Alkyl Electrophiles

Thomas C. Atack, Rachel M. Lecker and Silas P. Cook*

*Department of Chemistry, Indiana University, 800 East Kirkwood Avenue, Bloomington, Indiana 47405-7102, United States, Email: sicookindiana.edu

T. C. Atack, R. M. Lecker, S. P. Cook, J. Am. Chem. Soc., 2014, 136, 9521-9523.

DOI: 10.1021/ja505199u (free Supporting Information)


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Abstract

The use of low-cost iron(III) acetoacetate and tetramethylethylenediamine (TMEDA) enables a mild direct cross-coupling of alkyl halides with bis(pinacolato)diboron at room temperature. Moreover, the borylation of benzylic or allylic chlorides, tosylates, and mesylates is possible. The reactions show broad functional-group compatibility.


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Manganese-Catalyzed Borylation of Unactivated Alkyl Chlorides

T. C. Atack, S. P. Cook, J. Am. Chem. Soc., 2016, 138, 6139-6142.


Key Words

alkylboronates, allylboronates


ID: J48-Y2014