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  • 學位論文

利用PEG-400進行Imidazo[2,1- a]isoquinolines與置換Quinolines的合成研究

An Efficient Synthesis of Imidazo[2,1-a]isoquinolines and Substituted Quinolines in Liquid PEG-400

指導教授 : 陳麟慶

摘要


高價碘(III)化合物由於是一種低毒性、方便使用、容易處理的反應試劑而廣泛被使用。其中以 [hydroxyl(tosyloxy)iodo]benzene(HTIB) 、phenyliodine(III) diacetate (PIDA) phenyliodine(III) bis(trifluoroacetate) (PIFA)等最常被使用在合成化學。 聚乙二醇(polyethylene glycol; PEG) 眾所皆知是價格便宜、可回收、無毒、具熱穩定性和生物相容性的聚合物;聚乙二醇於各種的有機轉化中,最常被當作支持物或是相轉移的觸媒,與典型的分子性溶媒相較,聚乙二醇是更環保有效的反應媒介。 本研究計劃利用催化合成的高價碘 (III) 試劑在 PEG-400 中進行imidazo[1,2-a]isoquinolines 及置換quinolines 衍生物的合成研究。

並列摘要


Hypervalent iodine(III) compounds have been extensively used in organic syntheses due to their low toxicity, ready availability and easy handling. [Hydroxyl(tosyloxy)iodo]benzene (HTIB), phenyliodine(III) diacetate (PIDA) and phenyliodine(III) bis(trifluoroacetate) (PIFA) are the most frequently used and easily available reagents in the family of iodine compounds. Polyethylene glycols (PEG) are well-known to be inexpensive, recoverable, non-toxic, thermally stable, and biological compatible polymers. Polyethylene glycols are most commonly employed as a support or a phase-transfer catalyst in various organic transformations. Compared with classical molecular solvents, the polyethylene glycols are environmentally benign reaction media. In this work, catalytic reaction of hypervalent iodine(III) reagents and PEG-400 will be applied to prepare imidazo[2,1-a]isoquinolines and substituted quinolines.

參考文獻


參考文獻
1.(a) Dickerson, T. J.; Reed, N. N.; Janda, K.D. Chem. Rev., 2002, 102,
(b) Ahn, J. M.; Wentworth Jr, P.; Janda, K.D. Chem. Commun., 2003, 480.
2. Harris, J. M. “Poly(ethylene glycol) chemistry biotechnical and
biomedical applications”, New York Plenum Press 1992, 1.

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