Palladium-catalyzed Synthesis Of Quinazoline Derivatives

Quinazoline is a common heterocyclic compound and the basic skeleton structure of various alkaloids and drugs.The quinazoline derivatives have various biological properties such as antibacterial,antimalarial,anticonvulsant,antitumor,diuretic,and antihypertensive.Based on its important value in biology,medicine,pesticides,etc.,the derivatization reaction research around the quinazoline skeleton is particularly important.The introduction of different substituent groups into the quinazoline skeleton can improve its biological activity to a certain extent and enhance its medicinal value.Due to the low toxicity of the metal palladium catalyst and the diversity of catalytic properties,the palladium-catalyzed reaction has been widely used in the fields of medicine,perfumery,chemicals and new materials.Especially in the field of metal organic catalysis,palladium and its complexes occupy a certain position in transition metal catalysis with their excellent catalytic properties.Based on the important application value of quinazoline derivatives and the excellent performance of palladium catalysts,we have carried out the following two researches:?1?Using 4-?p-toluenesulfonyl?-quinazoline as the basic raw material,the intermolecular cross-coupling reaction between quinazoline derivatives and amides was achieved under the catalysis of Pd/Xantphos.The reaction conditions are mild and the functional group resistance is good.?2?We carried out the Pd-catalyzed acetoxylation of 2,4-diarylquinazolines.The ortho-acetoxylation of the quinazoline 2-position aryl group was achieved by the catalysis of Pd?OAc?₂ through the guiding action of the nitrogen atom on the quinazoline ring.