Synthesis Of Quinazoline Derivatives

Quinazoline derivatives can be wildly found in many natural alkaloids, it is a kindof heterocyclic compound bearing important biological activity. These compoundshave a very good antibacterial, anticancer, antispasmodic, malaria andanti-inflammatory effect, so they have an extremely important application prospect inbiology, medicine and pesticide.This dissertation mainly focused on the following three parts:(1) A directly synthesis of4-sulfide quinazoline derivatives method wasdeveloped via the reaction of4-methy phenyl sulfonate quinazoline, thiourea andhalogenated hydrocarbon. This method used thiourea as sulfur source, polyethyleneand water as a mixed green solvent under room temperature, which provided a highlyefficient approach for the access to diverse4-sulfide quinazoline compounds.(2) A ruthenium-catalyzed oxidative coupling cyclization reaction ofquinazoline-4-ketones and internal alkynes was described, which delivered anefficient synthesis of diverse quinazoline condensed ring derivatives. The methodemployed amide as directing group, achieving good stereoselectivities and highyields.(3) Then the above catalytic system was successfully extended to trifluoromethylsubstituted alkynes to generate a series of trifluoromethyl-containing quinazolinecondensed ring derivatives.