2023
DOI: 10.1039/d3sc03293k
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Ortho-Selective amination of arene carboxylic acids via rearrangement of acyl O-hydroxylamines

James E. Gillespie,
Nelson Y. S. Lam,
Robert J. Phipps

Abstract: Direct amination of arene C–H bonds is an attractive disconnection to form aniline-derived building blocks. This transformation presents significant practical challenges; classical methods for ortho-selective amination require strongly acidic or...

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Cited by 9 publications
(1 citation statement)
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“…Non-covalent interactions play a vital role in achieving unique regio- and stereoselectivity in enzyme catalysis, indicating enormous potential for organic chemists to conceive new strategies of harnessing such interactions . In a recent study, Phipps and colleagues showcased an ortho -selective C–H amination facilitated by non-covalent interactions between an anionic substrate and an ammonium radical (Figure B) . Nevertheless, the meta -C–H amination through a non-covalent directing strategy remains unknown to date.…”
mentioning
confidence: 99%
“…Non-covalent interactions play a vital role in achieving unique regio- and stereoselectivity in enzyme catalysis, indicating enormous potential for organic chemists to conceive new strategies of harnessing such interactions . In a recent study, Phipps and colleagues showcased an ortho -selective C–H amination facilitated by non-covalent interactions between an anionic substrate and an ammonium radical (Figure B) . Nevertheless, the meta -C–H amination through a non-covalent directing strategy remains unknown to date.…”
mentioning
confidence: 99%