1. 毕业设计（论文）的内容和要求

目前羰基α位芳基化的化学反应研究主要以苯环类化合物作为底物，筛选活性更高的配体，降低反应温度，使反应条件更温和。

而对芳香杂环化合物关注较少，相关发表文献屈指可数。

由于其低活性，在已发表文献中反应效果尚不能让人满意。

2. 参考文献

[1] Yip SF, Cheung HY, Zhou Z,et al. Room-temperature copper-catalyzed alpha-arylation of malonates[J]. Org Lett, 2007, 9(17): 3469-3472. [2] Hennessy EJ, Buchwald SL. A general and mild copper-catalyzed arylation of diethyl malonate[J]. Org Lett, 2002, 4(2): 269-272. [3] Xie X, Cai G, Ma D. CuI/l-Proline-Catalyzed Coupling Reactions of Aryl Halides with Activated Methylene Compounds[J]. Organic Letters, 2005, 7(21): 4693-4695. [4] Zheng S, Yu C, Shen Z. Ethyl Cyanoacetate: A New Cyanating Agent for the Palladium-Catalyzed Cyanation of Aryl Halides[J]. Organic Letters, 2012, 14(14): 3644-3647. [5] Deng W, Wang Y, Zou Y, et al. Amino acid-mediated Goldberg reactions between amides and aryl iodides[J]. Tetrahedron Letters, 2004, 45(11): 2311-2315. [6] Li Y, Wang H, Jiang L, et al. Copper-Catalyzed Direct Synthesis of Di- and Triphenylamines: A Dramatic Accelerating Effect of 2-Aminophenols[J]. European Journal of Organic Chemistry, 2010, 2010(36): 6967-6973. [7] Shafir A, Buchwald S L. Highly Selective Room-Temperature Copper-Catalyzed C#8722;N Coupling Reactions[J]. Journal of the American Chemical Society, 2006, 128(27): 8742-8743. [8] Fox JM, Huang X, Chieffi A, et al. Highly Active and Selective Catalysts for the Formation of α-Aryl Ketones[J]. Journal of the American Chemical Society, 2000, 122(7): 1360-1370. [9] Okuro K, Furuune M, Miura M, Nomura M. Copper-Catalyzed Reaction of Aryl Iodides with Active Methylene Compounds[J]. Journal of Organic Chemistry, 1993, 58(26): 7606-7607. [10] Bates CG, Saejueng P, Venkataraman D. Copper-Catalyzed Synthesis of 1,3-Enynes[J]. Organic Letters, 2004, 6(9): 1441-1444. [11] Zanon J, Klapars A, Buchwald SL. Copper-Catalyzed Domino Halide Exchange-Cyanation of Aryl Bromides[J]. Journal of the American Chemical Society, 2003, 125(10): 2890-2891. [12] Hu T, Li C. Synthesis of Lactams via Copper-Catalyzed Intramolecular Vinylation of Amides[J]. Organic Letters, 2005, 7(10): 2035-2038. [13] Trost BM, Stiles DT. Synthesis of Allenamides by Copper-Catalyzed Coupling of Allenyl Halides with Amides, Carbamates, and Ureas[J]. Organic Letters, 2005, 7(11): 2117-2120. [14] Coleman RS, Liu P. Divergent and Stereocontrolled Synthesis of the Enamide Side Chains of Oximidines I/II/III, Salicylihalamides A/B, Lobatamides A/D, and CJ-12,950[J]. Organic Letters, 2004, 6(4): 577-580. [15] Lu Z, Twieg RJ. Copper-catalyzed aryl amination in aqueous media with 2-dimethylaminoethanol ligand[J]. Tetrahedron Letters, 2005, 46(17): 2997-3001.

3. 毕业设计（论文）进程安排

起讫日期 设计（论文）各阶段工作内容 1.1-1.15 确定毕业设计的课题及相关资料的查找 2.22-3.10 实验方案的设计 3.10-3.20 实验材料的准备 3.21-5.10 相关化合物合成 5.10-6.5 实验数据处理与结果分析 5.20-6.10 毕业论文书写