2H-氮杂环丙烯合成新方法任务书
2020-06-10 22:06:49
1. 毕业设计(论文)的内容和要求
1.熟悉基本的实验操作,理解实验的基本内容;2.能做做到流利阅读文献,掌握文献内容;3.熟练运用各种信息平台查阅相关信息;4.了解当下有机化学方向中N-H键插入的内容,了解N-H键插入的背景以及意义;5.熟悉并掌握N-H键插入的机理。
2. 参考文献
1.Davies, H. M. L.; Beckwith, R. E. J. Nucleophilic Addition of Amines to Ruthenium Carbenes: ortho-(Alkynyloxy)benzylamine Cyclizations towards 1,3-Benzoxazines. Chem. Rev. 2003, 103, 2861. 2.Lee, S. H.; Yoshida, K.; Matsushita, H.; Clapham, B.; Koch, G.; Zimmermann, J.; Janda, K. D. N#8722;H Insertion Reactions of Primary Ureas:The Synthesis of Highly Substituted Imidazolones and Imidazoles from Diazocarbonyls. J. Org. Chem. 2004, 69, 8829-8835. 3.Justin, T. Malinowski.; Stefan, J. McCarver.;Jeffrey, S. Johnson. Diastereocontrolled Construction of Pactamycin#8217;s Complex Ureido Triol Functional Array. Organic. Lett. 2012, 14, 2878-2881. 4.Kalyon,B.S.; Helaly, E.; Scholz, R.; Nachtigall, J.; Vater, J.; Borriss, R. D. S. S. Plantazolicin A and B: Structure Elucidation of Ribosomally Synthesized Thiazole/Oxazole Peptides from Bacillus amyloliquefaciens FZB42. Org. Lett. 2011, 13, 2996-2999. 5.Linder, J.; Garner, T. P.; Williams, M. S. Searle, C. J.; Moody, J. Telomestatin: Formal Total Synthesis and Cation-Mediated Interaction of Its seco-Derivatives with G-Quadruplexes. J. Am. Chem. Soc. 2011, 133, 1044-1051. 6.Hansen, S. R.; Spangler, J. E.; Hansen, J. H.; Davies, H. M. L. Metal-Free N#8211;H Insertions of Donor/Acceptor Carbenes. Org. Lett. 2012, 14, 4626-4629. 7.N. A. Piwowarska, S. Banala, H. S. Overkleeft, R. D. S. Arg-Thz is a minimal substrate for the Nα,Nα-arginyl methyltransferase involved in the biosynthesis of plantazolicin. Chem. Commun. 2013, 49, 10703-10705. 8.Hiroki, W.; Huw, E. L. W.; Christopher, J. M. Total Synthesis of the Posttranslationally Modified Polyazole Peptide Antibiotic Plantazolicin A. Angew. Chem. Int. Ed. 2015, 54, 15147-15151. 9.Liu, K.; Zhu, C.-H.; Min, J.-X.; Peng, S.-Y.; Xu, G.-Y.; Sun, J.-T. Stereodivergent Synthesis of N-Heterocycles by Catalyst-Controlled, Activity-Directed Tandem Annulation of Diazo Compounds with Amino Alkynes. Angew. Chem. Int. Ed. 2015, 54, 12962-12967. 10.Alan, F.; Hugues, M.; Aoife, R.; Catherine, N.; Slattery, A. R. M.; McKervey, M. A. Modern Organic Synthesis with α-Diazocarbonyl Compounds. Chem. Rev. 2015, 115, 9981-10080. 11.Carlos, G.R.; Jos, R. S.; Jesffls, A. V.; Carlos, S.Nucleophilic Addition of Amines to Ruthenium Carbenes: ortho-(Alkynyloxy) benzylamine Cyclizations towards 1,3-Benzoxazines. Angew. Chem. Int. Ed. 2015, 54, 2724-2728. 12.Huang, W.-S.; Xu, Z.; Yang, K.-F.; Chen, L.; Zheng, Z.-J.; Xu, L.-W. Modular construction of multifunctional ligands for the enantioselective ruthenium-catalyzed carbenoid N#8211;H insertion reaction: an enzyme-like and substrate-sensitive catalyst system. RSC. Adv. 2015, 5, 46455-46463. 13.Huang, W.-S.; Xu, Z.; Yang, K.-F.; Chen, L.; Zheng, Z.-J.; Xu, L.-W. Copper-catalyzed condensation of imines and α-diazo-β-dicarbonyl compounds: modular and regiocontrolled synthesis of multisubstituted pyrroles. Chem. Sci. 2015, 6, 6448-6455. 14.Simon, M. N.; William, L.; Christopher, J. H.; Christopher, J. M. Stereoselective Synthesis of Functionalized Pyrrolidines by the Diverted N#8722;H Insertion Reaction of Metallocarbenes with β-Aminoketone Derivatives. Angew. Chem. Int. Ed. 2016, 55, 3749-3753. 15.Huo, C.-D.; Xie, H.-S.; Yang, C.-X.; Dong, J.; Wang, Y.-J. Stable radical cation salt initiated N#8211;H insertion and related proton-transfer-delay three-component reaction. Tetra. Lett. 2016, 57, 2179-2182.
3. 毕业设计(论文)进程安排
2017.2.20 进入实验室,交代相关事宜,安排实验任务 2017.2-2017.3 查阅文献,准备开题报告 2017.3.3 提交开题报告 2017.3-2017.4 合成试验所需原料 2017.4-2017.6 选择相应的催化剂催化反应进行,筛选条件,优化反应条件 2017.5-2017.6 实验数据整理与分析 2017.6-2016.6 撰写论文,论文答辩