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  • 學位論文

高效率銅催化系統進行碳-氧、碳-氮鍵的偶合反應

Highly efficient copper-catalyzed system for the coupling reaction of C-O、C-N bond

指導教授 : 謝仁傑

摘要


第一部分: 使用Cu2O/1H-imidazole-4-carboxylic acid 高效率催化O-arylation 的系統,在這系統下,僅需低耗量的Cu2O 作為催化劑,在溫和的反應條件下就能夠在接上廣泛類型的取代基的在碘苯和酚上進行偶合反應而得到中等以上到極佳的產率。 第二部分: 使用低消耗量的CuI 催化不同取代基的鄰溴苯基乙腈進行Ullmann-type 反應,能夠有效率的,且起始物符合經濟效益下,利用串聯反應合成多種spiro-oxindole 衍生物。

並列摘要


The 1st Part: An efficient Cu-catalyzed O-arylation was carried out by involving phenols with iodoarenes to afford various substituted diarylether derivatives with tiny loading of Cu2O and 1H-imidazole-4-carboxylic acid as catalytic system under mild conditions, which provided good to excellent yields with good tolerance of functional groups. The 2nd Part: An efficient for a copper catalyzed domino coupling reaction has been developed,which afforded various oxindoles in good to excellent yields with tolerance of various substituents.

並列關鍵字

Cu2O Ullmann coupling Spiro-oxindole Diaryl ether

參考文獻


1. Paul, F.; Patt, J.; Hartwig, J. F. J. Am. Chem. Soc. 1994, 116, 5969
2. Guram, A. S.; Buchwald, S. L. J. Am. Chem. Soc. 1994, 116, 7901
3. (a)Thomas, A. W.; Ley, S. V. Angew. Chem. Int. Ed. 2003, 42, 5400
(b)Corbet, J.-P.; Mignani, G. Chem. Rev. 2006, 106, 2651
5. Ullmann, F.; Bieleeeki. Ber. Dtsch. Chem. Ges.1903, 36, 2382

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