1392284-01-3Relevant academic research and scientific papers
Proline-mediated formation of novel chroman-4-one tetrahydropyrimidines
Fridén-Saxin, Maria,Seifert, Tina,Hansen, Lars Kristian,Gr?otli, Morten,Erdelyi, Mate,Luthman, Kristina
experimental part, p. 7035 - 7040 (2012/09/05)
Novel tricyclic N-benzylated chroman-4-one tetrahydropyrimidine derivatives have been prepared through a multi-component reaction between various 2-substituted chroman-4-one derivatives, N-methylenebenzylamine and a catalytic amount of proline under mild reaction conditions. The tricyclic structure of 1a was determined by NMR spectroscopy and confirmed by X-ray crystallography. An additional product, 2a, was isolated from the reaction mixture and its structure and conformation were determined by a combination of theoretical (Monte Carlo conformational search) and NMR-based (NOE and 3JHH couplings) conformational analysis. The NMR analysis revealed one preferred geometry for 1a and 2a in CHCl3 solution.
