TY  - JOUR
A1  - Huang, Mingming
A1  - Hu, Jiefeng
A1  - Krummenacher, Ivo
A1  - Friedrich, Alexandra
A1  - Braunschweig, Holger
A1  - Westcott, Stephen A.
A1  - Radius, Udo
A1  - Marder, Todd B.
T1  - Base-Mediated Radical Borylation of Alkyl Sulfones
JF  - Chemistry—A European Journal
N2  - A practical and direct method was developed for the production of versatile alkyl boronate esters via transition metal-free borylation of primary and secondary alkyl sulfones. The key to the success of the strategy is the use of bis(neopentyl glycolato) diboron (B\(_{2}\)neop\(_{2}\)), with a stoichiometric amount of base as a promoter. The practicality and industrial potential of this protocol are highlighted by its wide functional group tolerance, the late-stage modification of complex compounds, no need for further transesterification, and operational simplicity. Radical clock, radical trap experiments, and EPR studies were conducted which show that the borylation process involves radical intermediates.
KW  - boron
KW  - boronate
KW  - boronic acid
KW  - metal-free
KW  - radical
Y1  - 2022
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-257281
VL  - 28
IS  - 3
ER  -