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- Title
Base‐Mediated Radical Borylation of Alkyl Sulfones.
- Authors
Huang, Mingming; Hu, Jiefeng; Krummenacher, Ivo; Friedrich, Alexandra; Braunschweig, Holger; Westcott, Stephen A.; Radius, Udo; Marder, Todd B.
- Abstract
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 (B2neop2), 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.
- Subjects
ALKYL radicals; BORONIC esters; INDUSTRIAL capacity; COMPLEX compounds; BORYLATION; SULFONES
- Publication
Chemistry - A European Journal, 2022, Vol 28, Issue 3, p1
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.202103866