1. Radical–anion coupling through reagent design: hydroxylation of aryl halides†
- Author
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Andrew J. Greener, Ivan Ocaña, Victor Chechik, Will Owens-Ward, Michael J. James, Patrycja Ubysz, George Smith, and Adrian C. Whitwood
- Subjects
Aryl ,Radical ,Halide ,General Chemistry ,Oxime ,Combinatorial chemistry ,Ion ,Hydroxylation ,chemistry.chemical_compound ,Chemistry ,chemistry ,Reagent ,Phenols - Abstract
The design and development of an oxime-based hydroxylation reagent, which can chemoselectively convert aryl halides (X = F, Cl, Br, I) into phenols under operationally simple, transition-metal-free conditions is described. Key to the success of this approach was the identification of a reducing oxime anion which can interact and couple with open-shell aryl radicals. Experimental and computational studies support the proposed radical-nucleophilic substitution chain mechanism., The design and development of an oxime-based hydroxylation reagent, which can chemoselectively convert aryl halides (X = F, Cl, Br, I) into phenols under operationally simple, transition-metal-free conditions is described.
- Published
- 2021