本文選題：高價碘試劑 + 胺化　； 參考：《湖北工業(yè)大學(xué)》2017年碩士論文

【摘要】：本文的主要內(nèi)容是高價碘試劑介導(dǎo)的選擇性芳香碳-氫鍵官能團化反應(yīng),分別為8-酰胺基喹啉與苯胺的5位或?qū)ξ话坊磻?yīng)及磺酰化反應(yīng)。在高價碘試劑的介導(dǎo)下,無需金屬催化劑或其他添加劑參與反應(yīng),即可以成功的發(fā)生胺化和磺�；磻�(yīng),具體內(nèi)容如下:1.在高價碘試劑特戊酸碘苯的介導(dǎo)下,8-酰胺基喹啉或苯胺與N-氟代雙苯磺酰胺(NFSI)發(fā)生氧化碳-氫鍵胺化反應(yīng),得到產(chǎn)率中等至較好的5位或?qū)ξ坏陌坊a(chǎn)物。該反應(yīng)條件溫和,具有較高的區(qū)域選擇性以及較好的官能團兼容性,反應(yīng)不需要金屬催化劑或其他氧化劑、添加劑的參與,并且能夠在敞開體系下完成。該方法為制備芳胺類化合物提供了一個高效的、新穎的方法(Scheme 1)。Scheme 12.在上一個研究成果的基礎(chǔ)上,繼續(xù)探究高價碘試劑介導(dǎo)的碳-氫鍵官能團化反應(yīng)體系的適用范圍。實驗結(jié)果發(fā)現(xiàn),用磺酰氯替換NFSI后,利用該方法也可以得到8-酰胺基喹啉以及苯胺的5位或?qū)ξ坏幕酋；a(chǎn)物。在磺�；磻�(yīng)中,該方法同樣具有較高的區(qū)域選擇性,同時對酰胺類底物以及磺酰化試劑都有較好的官能團兼容性;其次,該方法簡單、高效,反應(yīng)中只需要加入特戊酸碘苯就可以得到產(chǎn)率中等至較好的目標(biāo)產(chǎn)物。該反應(yīng)條件比其他合成8-酰胺基喹啉5位磺酰化產(chǎn)物的方法簡單,并且能夠得到苯胺對位的磺�；a(chǎn)物,這是其他方法所不能夠得到的(Scheme 2)。Scheme 2
[Abstract]:The main content of this paper is the selective carbon-hydrogen bond functionalization mediated by high valence iodine reagents, which are 5-position or p-position amination and sulfonylation of 8-aminoquinoline with aniline, respectively. The amination and sulfonation reaction can take place successfully without metal catalyst or other additives under the mediation of high valence iodine reagent. The specific contents are as follows: 1. N-fluorobis sulfonamide (NFSI) reacts with 8-aminoquinoline or aniline via carbon-hydrogen bond amination with N-fluorobis sulfonamide (NFSI) under the mediation of iodobenzene pivalate with high valence iodide, and 5 or para-position amination products with moderate to better yield are obtained. The reaction conditions are mild, high regioselectivity and good functional group compatibility. The reaction does not require metal catalyst or other oxidant, additive participation, and can be completed in an open system. This method provides an efficient and novel method for the preparation of aromatic amines. On the basis of the previous research results, we continue to explore the application scope of the system of C-H bond functionalization mediated by high valence iodide reagent. The results show that the 5-position or para-position sulfonated products of 8-aminoquinoline and aniline can also be obtained by replacing NFSI with sulfonyl chloride. The method also has high regioselectivity and good functional compatibility for amides and sulfonyl reagents. Secondly, the method is simple and efficient. Iodobenzene pivalate was added to the reaction to obtain the target product with moderate to better yield. The reaction conditions are simpler than other methods for the synthesis of 5-position sulfonated products of 8-aminoquinoline, and aniline para-sulfonated products can be obtained, which is not available by other methods.
【學(xué)位授予單位】：湖北工業(yè)大學(xué)
【學(xué)位級別】：碩士
【學(xué)位授予年份】：2017
【分類號】：O621.25
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本文編號：1939156