叠氮烯烃应用在杂环化合物的合成研究任务书
2020-06-10 22:06:38
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.了解当下该类化合物与新型稳定烯胺酮发生的反应; 5. 熟悉掌握反应机理并设计该反应与新型稳定烯胺酮发生反应,设计合成多个官能团的杂环化合物。
2. 参考文献
[1].Li, K.; You, K. Cascade Oxidative Coupling/Cyclization: A Gateway to 3#8209;Amino Polysubstituted Five-Membered Heterocycles. J. Org. Chem. 2016, 81, 2327-2339. [2].Sayantani, D.; Nilanjana, M.; Chandra, K. D.; Dipti, S. K., Arno, D.; Anika, G.; Benjamin, L. Asymmetric Catalysis of the Carbonyl-Amine Condensation: Kinetic Resolution of Primary Amines. J. Am. Chem. Soc. 2017, 139 (4), 1357-1359. [3].Hu, Z.; Dong, J.; Men, Y.; Lin, Z.; Cai, J.; Xu, X. Silver-Catalyzed Chemoselective [4 2] Annulation of Two Isocyanides: A General Route to Pyridone-Fused Carbo- and Heterocycles. Angew. Chem. Int. Ed. 2017, 56, 1-6. [4].Hajime, S.; Gunda, I.G. account 2,3-Dihydropyridin-4(1H)-ones and 3-Aminocyclohex-2-enones: Synthesis, Functionalization, and Applications to Alkaloid Synthesis. Synlett. 2014, 25, 2536-2557. [5] Zheng, J.; Li, Z.; Wu, W.; Jiang, H. Controllable O-Nucleometalation Cyclization Strategy: Access to Divergent Ring-Functionalized Molecules. Org. Lett. 2016, 18 (24), 6232-6235. [6] Zhou, S.; Wang, J.; Wang, L.; Song, C.; Chen, K. ; Zhu, J.; Enaminones as Synthonsfor a Directed C-H Functionalization: RhIII-Catalyzed Synthesis of Naphthalenes. Angew.Chem. Int.Ed. 2016, 55, 9384-9388. [7]Yu, Y.; Micah J. N.; Gunda I. G. Palladium(II)-Catalyzed Dehydrogenative Alkenylation of Cyclic Enaminones via the Fujiwara Moritani Reaction. Org. Lett. 2011, 13, 5932-5935. [8] Xiang, H. ; Zhao, Q. ; Tang, Z.; Xiao, J. ; Xia, P. ; Wang, C. ; Yang, C. ; Chen, X. ; Yang, H. Visible-Light-Driven, Radical-Triggered Tandem Cyclization of o-Hydroxyaryl Enaminones: Facile Access to 3-CF2 /CF3-Containing Chromones. Org. Lett., 2017, 19 (1), 146#8211;149. [9] Luo, X.; Ge, L.; An, X.; Jin, J.; Wang, Y.; Sun, P.; Deng, W. Regioselective Metal-Free One-Pot Synthesis of Functionalized 2#8209;Aminothiophene Derivatives. J. Org. Chem. 2015, 80, 4611#8722;4617. [10] Xiang, L.; Niu, Y.; Pang, X.; Yang, X.; Yan, R. I2-catalyzed synthesis of substituted imidazoles from vinyl azides and benzylamines. Chem. Commun. 2015, 51, 6598-6600. [11] Chen, F.; Shen, T.; Cui, Y.; Jiao, N. 2,4- vs 3,4-Disubsituted Pyrrole Synthesis Switched by Copper and Nickel Catalysts. Org. Lett. 2012, 14, 4926-4929. [12] Xuan, J.; Xia, X.; Zeng, T.; Feng, Z.; Chen, J.; Lu, L.; Xiao, W. Visible-light-induced formal [3 2] cycloaddition for pyrrole synthesis under metal-free conditions. Angew. Chem. Int. Ed. 2014, 53, 5653-5656. [13] Cludius-Brandt, S.; Kupracz, L.; Kirschning, A. [3 2]-Cycloadditions of nitrile ylides after photoactivation of vinyl azides under flow conditions Beilstein. J. Org. Chem. 2013, 9, 1745-1750. [14] Pawar, S. K.; Sahani, R. L.; Liu, R. Diversity in Gold-Catalyzed Formal Cycloadditions of Ynamides with Azidoalkenes or 2H-Azirines: [3 2] versus [4 3] Cycloadditions. Chem. Eur.J. 2015, 21, 10843#8211;10850. [15] Dong, H.; Shen, M.; Redford, J. E.; Stokes, B. J.; Pumphrey, A. L.; Driver, T. G. Transition Metal-Catalyzed Synthesis of Pyrroles from Dienyl Azides. Org. Lett. 2007, 9, 5191-5194.
3. 毕业设计(论文)进程安排
2016.12-2017.2 进入实验室,交待相关事宜,熟悉实验操作 2017.2-2017.3 查阅文献,准备开题报告 2017.3-2017.3 合成实验所需原料 2017.4-2017.5 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 撰写论文,论文答辩