透過您的圖書館登入
IP:3.133.109.30
  • 學位論文

應用C-H 鍵活化於多取代吡咯吲哚衍生物之合成

Application of C-H Bond Activation in the Synthesis of Polysubstituted Pyrroloindole Derivatives

指導教授 : 曾瑞昌
若您是本文的作者,可授權文章由華藝線上圖書館中協助推廣。

摘要


近年來過渡金屬催化C–H鍵活化反應,使反應合成步驟減少備受關注,銠金屬是被廣為利用在此類過渡金屬催化劑中,銠金屬與特定起始物進行氧化偶合反應,是合成π共軛分子最有效的方法之一。 利用間位及對位苯二胺作為起始物,進行乙醯化反應,製備氧化偶合反應所需要之起始物,使苯環上同時具兩個乙醯胺基。將雙乙醯胺基苯與炔類藉由銠金屬催化鄰位C–H鍵活化之氧化偶合反應,可合成出多取代吡咯[3,2-f]吲哚與吡咯[2,3-f]吲哚衍生物。

並列摘要


In recent years, transition metal catalyzed C–H bond activation reactions are of considerable interest since such strategy can be used to reduce synthetic steps. Rhodium catalyst can undergo the oxidative coupling reaction with specific starting materials, and is one of the most effective methods to synthesize -conjugated molecules. Meta- and para-diaminobenzene, can be taken as starting materials of a acetylation reaction, which can produce substrates with diacetylatedamino groups on the benzene (which are needed for further oxidative coupling reactions.) The metal rhodium can catalyze an ortho C-H activation to make an oxidative coupling reaction of alkynes to produce the diacetylated product. This reaction can synthesize polysubstituted pyrrolo[3,2-f]indole and pyrrolo [2,3-f] indole derivatives.

參考文獻


2. Mota, A. J.; Dedieu, A.; Bour, C.; Suffert, J. J. Am. Chem. Soc. 2005, 127, 7171-1782
8. Satoh, T.; Miura, M. Chem. Eur. J. 2010, 16, 11212-11222.
9. Roussel, P. A. J. Chem. Educ. 1953, 30, 122-125.
11. Fischer, E.; Jourdan, F. Ber. Dtsch. Chem. Ges. 1883, 16, 2241–2245.
20. Kinsley, D. A.; Plant, J. Chem. Soc. 1958, 118, 1–7

延伸閱讀