Three-Component Catalytic Amino Etherification of Alkenes: Enabled by Silyl Ether-Promoted C-O Coupling.

ABSTRACT: A three-component amino etherification of alkenes presents an ideal and direct strategy to access high-value 1,2-alkylamino ethers yet remains challenging. Herein, we disclosed a catalytic three-component amino etherification of alkenes that enables unprecedented incorporation of versatile aliphatic amines and structurally diverse alkyl or aryl ethers onto alkenes of various substitution patterns. The success of this method relies on a copper-catalyzed electrophilic amination of alkenes using O-benzoyl-hydroxylamines and the subsequent C-O bond formation using silyl ethers. Mechanistic studies further reveal the critical role of silyl ethers for an alkoxide transmetallation in the C-O coupling step, which guided us in further development of a more convenient protocol for amino oxygenation

SUBMITTER: Feng G 

PROVIDER: S-EPMC12363544 | biostudies-literature | 2025 Aug

REPOSITORIES: biostudies-literature