含噁唑啉环化合物的合成研究

摘要本文通过利用 L-缬氨醇作为底物通过不同的路线合成了一些新型手性噁唑啉环配体。路线一通过 L-缬氨醇和邻溴苯甲酰氯在碳酸钠、二氯甲烷和蒸馏的条件下反应得到(S)-2-Bromo-N-(1-hydroxy-3,2-methylbutan-2yl)benzamide 中间产物。然后通过一些处理，在与三乙胺、对甲苯磺酰氯和二氯甲烷的条件下回流加热合成 (S)-2-(2-Bromophenyl)-4-2-methy-butyl-4,5-dihydrooxa 的噁唑啉环配体；路线 2 是通过 L_ 缬胺醇和邻氟苯甲酰氯在碳酸钠、二氯甲烷和蒸馏水的条件下反应得 (S)-2fluro_N-(1-hydroxy-3,2-methylbutan-2yl)benzamide 中间产物，经过一些处理后，在与三乙胺、对甲苯磺酰氯和二氯甲烷的条件下回流加热最终合成 (S)-2-(2-Fluropheny)-4-2methy--buty-4,5-dihydrooxzaole 的噁唑啉环配体；路线三是利用 L-缬氨醇和 1-氰基吡啶在氯苯和氯化锌的条件下回流加热直接合成最终的（S）-4-(2-methyl)-2-cyanopyridine-4,5-dihydrooxa 的噁唑啉配环。

其次，我们还研究了 p-QMs 配体的合成。利用 2,6-二叔丁基苯酚和对甲基苯甲醛在哌啶和甲苯的条件下回流加热得到我们所需要的目标产物。

另外还对合成的化合物进行紫外灯下产物追踪以及对最产物的核磁共振进行表征，对噁唑啉配合物的结构与性质形成了初步的了解。82618

毕业论文关键词：手性；新型；噁唑啉环配体；p-QMs 配体；紫外；核磁；

Abstract In this paper, by using L- valine alcohol as a substrate via different routes synthesized some novel chiral oxazoline ring ligand。 A route through the alcohol and the phthalic L_ valyl-bromobenzoyl chloride under the conditions of sodium carbonate, dichloromethane and distilled water to give a reaction (S)-2-Bromo-N-(1-hydroxy-3,2-methylbutan-2yl) benzamide intermediate。 Treatment and by extension, with triethylamine, under conditions of p-toluenesulfonyl chloride and dichloromethane was heated at reflux for synthesis of (S)

-2- (2-Bromophenyl) -4-2-methy-butyl-4,5-dihydrooxa the oxazoline ring ligands; route 2 by L_ valinamide o-fluorobenzoyl chloride alcohols under conditions of sodium carbonate, dichloromethane and distilled water to give a reaction (S)-2fluro-N- (1-hydroxy-3,2

-methylbutan-2yl) benzamide intermediate, after some treatment with triethylamine, under conditions toluenesulfonyl chloride and dichloromethane was heated at reflux ultimate synthesis(S2)-2-(2-Fluropheny)-4-2methy oxazoline ring ligand --buty-4,5-dihydrooxzaole; the third is to use the route L- valine and 1-cyano pyridine in chlorobenzene and zinc chloride is heated under reflux conditions for direct synthesis of the final (S) -4- (2-methyl)

-2-cyanopyridine-4,5-dihydrooxa oxazoline with ring。

Secondly, we also studied the synthesis of p-QMs ligand。 The use of 2,6-di-butyl-phenol and methyl benzaldehyde under reflux conditions piperidine and toluene was heated to obtain the desired product we need。

In addition to the compound of the UV lamp product tracking, and most of the products were characterized by NMR, the structure and properties of oxazoline complexes formed a preliminary understanding。

Key words：Chiral ， New type ，Oxazoline ring ligand ，p-QMs ligand，

Ultraviolet，Nuclear magnetic resonance ，Characterization

第一章噁唑啉配体的研究和进展 1

1。1 绪论 1

1。2 手性噁唑啉衍生物的结构 2

1。2。1 单噁唑啉 2

1。2。2 双噁唑啉含噁唑啉环化合物的合成研究:http://www.youerw.com/huaxue/lunwen_96986.html