Radical–anion coupling through reagent design: hydroxylation of aryl halides†

Autor: Andrew J. Greener, Ivan Ocaña, Victor Chechik, Will Owens-Ward, Michael J. James, Patrycja Ubysz, George Smith, Adrian C. Whitwood
Jazyk: angličtina
Rok vydání: 2021
Předmět:
Zdroj: Chemical Science
ISSN: 2041-6539
2041-6520
Popis: 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.
Databáze: OpenAIRE