13552-48-2Relevant academic research and scientific papers
An umpolung strategy for the synthesis of β-aminoketones via copper-catalyzed electrophilic amination of cyclopropanols
Ye, Zhishi,Dai, Mingji
supporting information, p. 2190 - 2193 (2015/05/13)
A novel copper-catalyzed electrophilic amination of cyclopropanols with O-benzoyl-N,N-dialkylhydroxylamines to synthesize various β-aminoketones via a sequence that includes C-C bond cleavage and Csp3-N bond formation is reported. The reaction conditions are mild and tolerate a wide range of functional groups including benzoate, tosylate, expoxide, and α,β-unsaturated carbonyls, which are incompatible in the traditional amine nucleophilic conjugate addition and the Mannich reaction conditions. Preliminary mechanistic studies and a proposed catalytic cycle of this umpolung β-aminoketone synthesis process have been described as well.
