目录
摘要Ⅱ
关键词Ⅱ
AbstractⅢ
引言
引言（或绪论）1
1材料与方法8
1.1设计实验方案8
1.2 N(3甲基丁2烯基)N(苯乙炔基)甲磺酰胺的合成(1b)9
1.2.1合成路线一9
1.2.2合成路线二9
1.3 4甲基N(3甲基丁2烯基)N(苯乙炔基)苯磺酰胺的合成10
2结果与分析10
2.1烯炔底物1b的自由基三氟甲基化反应11
2.1.1光催化条件下的自由基三氟甲基化12
2.1.2 I2O5氧化自由基三氟甲基化12
2.2核磁共振波谱分析(NMR)12
2.2.1产物第一次核磁谱图结果13
2.2.2产物第二次核磁谱图结果15
2.2.3产物第三次核磁谱图结果15
2.3高分辨质谱分析(HRMS)16
3讨论17
3.1关于含三氟甲基的氮杂环丁烷17
致谢18
参考文献18
可见光催化烯炔类化合物的自由基三氟甲基化
摘 要
烯炔类化合物作为一种同时具有碳碳双键及三键的高活性有机分子，广泛应用于
有机合成领域复杂环状化合物的合成。其中，1,n烯炔的环化反应因反应选择性好、底物活性高、条件温和等优点广受科学家们青睐，已报道的烯炔环化途径有两种，包括传统的过渡金属催化方法和自由基引导的环化方式，以烯炔底物作为自由基进攻受体的反应已成为近几年的研究热点。其中，三氟甲基(CF3)具有强电负性、高稳定性和良好的脂溶性，将三氟甲基引入生物活性化合物能够有效改变细胞膜通透性以及提高生物利用率，是当前药物研发的重点方向之一。因此，本课题致力于研究光催化条件下烯炔类化合物的自由基三氟甲基化反应，通过先前课题的研究工作，我组已将可见光催化产生三氟甲基自由基的方法运用成熟。相较于前人使用金属氧化还原或含Ir、Ru等贵重金属的光敏剂引发产生三氟甲基自由基，我们利用的是无过渡金属参与、低污染、符合化学环保理念的绿色方法。同时，我组采用报道稀少的1,5烯炔作为原始底物， *51今日免费论文网|www.51jrft.com +Q: ^351916072^ 
其与三氟甲基自由基作用后的反应历程具有更高的研究价值。
VISIBLELIGHTINDUCED RADICAL TRIFLUOROMETHYLATION OF ENYNES
ABSTRACT
As a versatile organic molecule with both carboncarbon double bonds and triple bonds, enyne compounds are widely applied in organic synthesis for complex cyclic compounds. The cyclization reaction of 1,nenynes is favored by scientists due to its good reaction selectivity, high substrate activity and mild conditions. To date there are two reported ways of enyne cyclization, which are traditional transitionmetalcatalyzed annulation and radicalinvolved reactions. Using enyne as s radical acceptor has become a hot research area in recent years. The trifluoromethyl group (CF3) has strong electronegativity, high stability and good liposolubility. The introduction of trifluoromethyl group into molecules could significantly change the permeability of cell membranes and improve bioavailability, which is one of the most important directions in drug discovery. Therefore, this subject is devoted to studying the radical trifluoromethylation of enynes under photocatalytic conditions. Based on the previous research work, our group has developed the method of visible light catalysis to generate trifluoromethyl radicals. Compared with metalredox or using photoinitiators containing precious metals such as Ir and Ru, we use an environmental friendly method without participation of transition metals. The research on the reaction process of 1,5enyne with trifluoromethyl radicals has a higher value.

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