Study On Synthesis And Analysis Of β-lactam And Oxazinone

4-(4-methoxyphenyl)-phenyl-3-trimethylsilyoxy-2-aza-1,3-diene is an important intermediate. It can synthesizeβ-lactams by single mocular [2+2] reaction. And it can synthesize six-member heterocyclic compounds by aza-Diels-Alder reaction.β-lactams and six-member heterocyclic compounds are focused on by medical synthetic workers. In the 21st century, Microwave-assisted organic synthesis is paid more and more attention. It has advantages of fast response, higher yields, less by-products and green chemistry and so on.In this dissertation, I synthesized 2-azadiene 4-(4-methoxyphenyl)-1-phenyl-3- (trimethylsilyloxy)-2-aza-butadiene by one pot method.β-lactam was synthesized by single mocular [2+2] reaction and oxazinone derivate was synthesized by aza-Diels-Alder reaction with 2-azadiene as precursor.The reactions ofβ-lactam and oxazinone derivate were studied.The main jobs are descriced as follows:1. The precursor ofβ-lactam and oxazinone, 4-(4-methoxyphenyl)-1-phenyl-3 -(trimethylsilyloxy)-2-aza-butadiene was synthesized starting from benzaldehyde through the corresponding N-trialkylsilylimines and acylchloride. The precursors played an important part in the synthesis ofβ-lactam and oxazinone.2. A newβ-lactam compound 3-(4-methoxyphenyl)-4-phenylazetidin-2-one was synthesized by single mocular [2+2] reaction. Its structure was identified by IR and NMR. Theβ-lactam was synthesized by microwave irradiation and by conventional heating. The factors influenced the yield ofβ-lactam were investigated. The results suggested the pulse microwave-assisted synthesis shorten the reaction and increase the yield ofβ-lactam.3. The separation and deterimination of 3-(4-methoxyphenyl) -4-phenylazetidin -2-one by reverse-phase high performance liquid chromatography. The operating conditions are: acetonitrile-water (75:25) as mobile phase at a flow rate of 1.0 ml/min and UV detector at 224 nm. The standard curve was set up and the yield ofβ-lactam under different reaction condition could be deterimined.4. 4-(4-methoxyphenyl)-1-phenyl-3-(trimethylsilyloxy)-2-aza-butadiene reacting with cyclohexanone synthesized oxazinone. During the aza-Diels-Alder reaction, there existed the competitive reaction, single mocular [2+2] reaction The research investigated the factors of temperature, catalysts and microwave influencing the product. The results suggested oxazinone could be synthesized by 2-aza-butadiene and cyclohexanone when the reaction temperature is -78℃with BF3 etherate as catalyst...