- 學位論文
以鋰化二級醯胺將四氫呋喃開環製備 N-芳香基-6-羥基己醯胺
Preparation of N-aryl-6-hydroxyhexanamides via ring-opening of tetrahydrofuran with lithiated secondary amides
摘要
本論文敘述一個經由以鋰化二級醯胺與四氫呋喃開環製備N-芳香基-6-羥基己醯胺的新路徑。利用苯胺及其相關化合物作為起始原料，經由乙醯化反應成為二級醯胺，再以強鹼正丁基鋰 (n-butyl lithium)在-78℃進行鋰化，並藉由路易士酸boron trifluoride- etherate(BF3-Et2O)的催化作用，將四氫呋喃進行開環製備出一系列N-芳香基-6-羥基己醯胺結構之化合物。
關鍵字
四氫呋喃開環並列摘要
In this thesis, the preparation of N-aryl-6-hydroxyhexanamides from the ring-opening of THF with lithiated secondary amides was described. The starting materials , N-arylacetamides , prepared from acylation of various anilines , were treated with n-butyl lithium at -78℃ in the presence of BF3-etherate in anhydrous THF to give various N-aryl-6-hydroxyhexanamides in moderate yields.
參考文獻
第六章 參考文獻
1. Weidle, U. H.; Grossmam, A. Anticancer Res. 2000, 20,1471-1486.
2. Marks, P.; Rifkind, R. A.; Richon, V. M.; Breslow, R.; Miller, T.; Kelly, W. K. Natutre Rev. Cancer 2001, 1,194-202.
3. Grozinger, C. M.; Schreiber, S. L. Chem. Biol. 2002, 9, 3-16.
4. Meinke, P. T.; Liberator, P. Curr. Med. Chem. 2001, 8, 211-235.
延伸閱讀
- 廖鎮垣（2018）。壹、區位選擇性合成 2-胺基-3-芳香基喹唑啉-4-酮及 2-芳香胺基喹唑啉-4-酮及其生物活性評估 / 貳、碘化亞銅催化經由腈胺的氮-腈鍵的裂解進行苯乙炔分子內胺化及腈化反應 / 參、氰化鈉活化 1,3-二甲基尿嘧啶進行五、六號位氫氘交換反應〔博士論文，國立臺灣師範大學〕。華藝線上圖書館。https://doi.org/10.6345/DIS.NTNU.DC.065.2018.B05
- 王其華、許鍾瑤（1966）。N-苯甲基-1, 4-二氫菸鹼醯胺用於S-S鍵之氧化還原斷裂。化學，(55年3)，a27-a31。https://doi.org/10.6623/chem.1966020
- 許祐鈞（2020）。乙二胺四乙酸交聯劑製備1,4-丁二醇/ 己二酸/衣康酸共聚酯熱裂解機制之研究〔碩士論文，逢甲大學〕。華藝線上圖書館。https://doi.org/10.6341/fcu.M0730838
- Mokhtary, M., & Nasernezhad, S. K. (2014). An Efficient Method for Synthesis of N-tert-Butyl Amides Using Oxalic Acid Dihydrate in Solvent-Free Condition. Organic Chemistry International, 2014(), 85-88. https://doi.org/10.1155/2014/617153
- 王文洋（2022）。Asymmetric Organocatalytic Formal [4+2] Cycloaddition of N-protected-3-Nitroindoles and 2-Aminobenzalacetones〔碩士論文，國立臺灣師範大學〕。華藝線上圖書館。https://doi.org/10.6345/NTNU202201094