Novel stereoselective synthesis of 2,3-dihydro-1H-benzo[f]chromen-3-amine derivatives through a one-pot three-component reaction

A short and stereoselective novel synthesis of benzof]chromen-3-amine derivatives in good yields, through a three-component aromatic Betti type reaction under solvent free conditions is reported. The spontaneous reaction occurs in the absence of acid catalysts. The use of chiral 1-phenylethylamine or α,β-unsaturated aldehydes allowed us to prepare enantiopure benzof]chromen-3-amine derivatives with good stereoselectivity. Conformational analysis compared with the ¹H NMR data of the products obtained, allowed us to the determine the absolute configuration, which was also confirmed by X-ray analysis.