The Synthesis Of Quinazolines Catalyzed By NNN Pincer Ru Compounds

Quinazoline is a unique nitrogen-containing heterocyclic compound with a special structure,which was widely used in pharmaceutical synthesis.Therefore,quinazoline derivatives have attracted much attention.In this thesis,an efficient NNN pincer Rucatalyzed dehydrogenative synthesis of quinazoline derivatives from o-Aminobenzyl alcohol and benzonitrile has been developed.The main results were listed as follows: o-Aminobenzyl alcohol 1a and benzonitrile 2a were used as model substrates.The optimum conditions of the reaction were determined by examining the solvent,the type of catalysts,the reaction time,the type and the amount of the base.And the optimal reaction conditions were as follows: in a 15 m L high pressure tube,the o-aminobenzyl alcohol(0.425 mmol),benzonitrile 0.25 mmol,KOtBu(0.5 equiv.),tert-amyl alcohol(1 m L)were reacted at 130 °C for 2 hours.Under the optimal conditions,a series of oamino aromatic alcohols and benzonitriles were separately expanded,and they display a broad functional group tolerance.In addition,the highest yield of the target product was 82%(Scheme 1).Finally,a possible reaction mechanism was proposed based on several control experiments.