4.5 Article

α-amination reaction of different ketones mediated by carbohydrate Cu2+ complexes

Journal

MOLECULAR CATALYSIS
Volume 493, Issue -, Pages -

Publisher

ELSEVIER
DOI: 10.1016/j.mcat.2020.111058

Keywords

Amination; Cyclodextrins; Copper; Green metrics; One pot

Funding

  1. CONICET
  2. Consejo Nacional de Investigaciones Cientificas y Tecnicas (CONICET PIP) [112-201101-00263, 11220150100515CO]
  3. Secretaria de Ciencia y Tecnologia (SeCyT) of Universidad Nacional de Cordoba (UNC) (SECyT), Argentina [Res 162/12, 1565/14, 366/16]

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The alpha-amination reaction of ketones was studied and the reaction conditions were analysed by green metrics. Propiophenone and two aliphatic ketones, saturated cyclic and acyclic secondary amines were used, carbohydrate Cu2+ complexes were the catalysts to obtain the brominate intermediates. Traditional stirring and ultrasound methods were compared. The use of alpha-CDCuBr2 complex in the presence of propiophenone, morpholine and O-2 was the best condition to carry out the alpha-amination reaction using a One Pot synthesis, with an 80 % yield of product isolated and no by-product was detected.

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