Synthesis of 2-(4-Quinazolinyl)ethyl Sulfides via Addition of Thiols to 4-Vinylquinazolines

Article abstract of DOI:10.1002/jhet.5570340429

Reaction of vinyl and isopropenyl Grignard reagents with quinazoline results in addition to the 3,4-imine bond to give the 4-alkenyldihydroquinazolines 4 which are conveniently aromatized with potassium ferricyanide to the 4-alkenylquinazolines 5. Quinazolines 5 undergo addition with thiols under neutral conditions to afford the quinazolinylethyl sulfides 2 in moderate yields.