355381-68-9Relevant academic research and scientific papers
A facile synthesis of stable β-amino-N-/O-hemiacetals through a catalyst-free three-component Mannich-type reaction
Abonia, Rodrigo,Castillo, Juan C.,Garay, Alexander,Insuasty, Braulio,Quiroga, Jairo,Nogueras, Manuel,Cobo, Justo,D'Vries, Richard
, p. 1490 - 1494 (2017)
A practical, straightforward and one-step procedure for the synthesis of novel and stable β-amino-N-/O-hemiacetals (i.e. γ-aminoalcohols) is provided. The title compounds were obtained in good to excellent yields through an uncatalyzed three-component reaction by treatment of secondary amines with polyformaldehyde and electron-rich alkenes in acetonitrile as solvent at ambient temperature. The reactions proceeded with the formation of iminium ions, through a Mannich-type reaction, as the key intermediates for the generation of the target products. Single crystal X-ray analysis of derivative 4l confirmed unequivocally the structure and stability of the obtained compounds.
