Remote Nucleophilic Substitution at a C(sp3)-H Bond of α-Bromocarboxamides via 1,4-Hydrogen Atom Transfer To Access N-Acyl-N,O-acetal Compounds.
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DOI: 10.1021/acs.orglett.2c02716
Abstract: Herein, we report a remote nucleophilic substitution reaction via 1,4-hydrogen atom transfer (1,4-HAT) to synthesize N-acyl-N,O-acetal moieties. α-Bromocarboxamide undergoes rSN at a C(sp3)-H bond in the presence of an alcohol/phenol and a copper catalyst. Mechanistic… read more here.
Keywords: hydrogen atom; remote nucleophilic; acyl acetal; atom transfer ... See more keywords