Chalcone derivatives as precursors of 1,2,3,4-tetrahydro-4-quinolones

Article abstract of DOI:10.1016/S0040-4020(01)81369-7

2-Aryl-1,2,3,4-tetrahydro-4-quinolones were synthesised from 2′-amino-4-methoxychalcone and its 2′-benzenesulphonamido derivative by acid and base catalysis, respectively. The α,β-dibromo and α-bromo-β-methoxy derivatives of 2′-benzenesulphonamido-4-methoxydihydrochalcone cyclised to 2-aryl-3-bromo-1,2,3,4-tefrahydro-4-quinolones as did the corresponding α-bromochalcones. 2′-Amino-4-methoxychalcone formed a stable epoxide.