本文選題：碘催化 + 氮雜芳烴　； 參考：《湘潭大學(xué)》2016年碩士論文

【摘要】：氮雜環(huán)化合物作為各種具有生物活性的化合物關(guān)鍵結(jié)構(gòu)單元,其合成與應(yīng)用一直倍受化學(xué)家們的關(guān)注。近些年來(lái)隨著C-H活化的快速發(fā)展,為化合物的合成提供了更加的簡(jiǎn)便、經(jīng)濟(jì)和綠色的方法。因此將C-H活化應(yīng)用于吡啶及喹啉衍生物的合成,也成為了這些年來(lái)研究的熱點(diǎn)。碘催化因其具有原子經(jīng)濟(jì)性高、反應(yīng)條件溫和、容易分離除去等優(yōu)點(diǎn),解決了金屬催化中存在金屬殘余的問(wèn)題,使其更具有優(yōu)勢(shì)、更加的綠色、經(jīng)濟(jì),而受到化學(xué)家們的關(guān)注。結(jié)合我們課題組的研究興趣,我們以單質(zhì)碘作催化劑對(duì)氮雜芳烴的反應(yīng)進(jìn)行研究,設(shè)計(jì)了本論文。論文主要分為以下兩部分內(nèi)容:第一部分主要研究碘催化氮雜芳烴芐位C-H鍵的氧化氨化反應(yīng)。以2-甲基喹啉和鄰氨基苯甲酰胺為反應(yīng)模板,合成取代的喹唑啉酮,經(jīng)過(guò)一系列的條件優(yōu)化和篩選發(fā)現(xiàn):以單質(zhì)碘作為催化劑,DMSO作為溶劑,氧氣氛圍下反應(yīng)得到了較高的產(chǎn)率。該反應(yīng)使用非預(yù)活化的烷基氮雜芳烴作為底物,在無(wú)金屬存在條件下,氧氣作為最終的氧化劑,高效地合成了多種雜環(huán)取代的喹唑啉酮。第二部分主要是碘催化氮雜芳烴的芐基化反應(yīng)研究。綜述相關(guān)文獻(xiàn)和我們課題組的工作,在以異喹啉和對(duì)二甲苯作為反應(yīng)模板,得到芳香環(huán)上芐基化的異喹啉產(chǎn)物;經(jīng)過(guò)一系列的條件優(yōu)化,確定了以單質(zhì)碘作為催化劑,TBP作為氧化劑得到較好的收率,該反應(yīng)底物普適性較好,為氮雜芳烴的芐基化提供了新方法。
[Abstract]:As the key structural units of various bioactive compounds, the synthesis and application of nitrogen heterocyclic compounds have attracted much attention from chemists. With the rapid development of C-H activation in recent years, it provides a more simple, economical and green method for the synthesis of compounds. Therefore, the application of C-H activation to the synthesis of pyridine and quinoline derivatives has become a hot topic in recent years. Iodine catalysis is concerned by chemists because of its advantages of high atomic economy, mild reaction conditions and easy separation and removal, which solves the problem of metal residue in metal catalysis and makes it more advantageous, green and economical. Combined with the research interest of our research group, we studied the reaction of azarene with simple iodine as catalyst, and designed this thesis. The thesis is divided into the following two parts: the first part mainly studies the oxidative ammoniation of benzyl C-H bond of azarene catalyzed by iodine. Substituted quinazolinone was synthesized by using 2-methylquinoline and o-aminobenzamide as reaction templates. After a series of optimization and screening, it was found that the yield of quinazolinone was higher under oxygen atmosphere with the catalyst DMSO as the solvent. In this reaction, various heterocyclic substituted quinazolinones were synthesized efficiently by using non-preactivated alkyl azarene as substrate and oxygen as the final oxidant in the absence of metal. The second part is mainly about the benzylation of azarene catalyzed by iodine. The benzylation of isoquinoline on aromatic ring was obtained by using isoquinoline and p-xylene as templates, which were optimized by a series of conditions. A better yield was obtained by using TBP as catalyst, and the substrate was more general, which provided a new method for benzylation of azarene.
【學(xué)位授予單位】：湘潭大學(xué)
【學(xué)位級(jí)別】：碩士
【學(xué)位授予年份】：2016
【分類(lèi)號(hào)】：O621.251

【相似文獻(xiàn)】

相關(guān)期刊論文 前10條

1 王崢;碘催化的酯化或酯交換反應(yīng)[J];中國(guó)醫(yī)藥工業(yè)雜志;2003年10期

2 劉春生,何淼,周海霞,羅根祥;碘催化丙酸仲丁酯的合成研究[J];香料香精化妝品;2005年04期

3 沈舒蘇;紀(jì)順俊;曾曉飛;;無(wú)溶劑條件下碘催化不對(duì)稱(chēng)雙吲哚的合成(英文)[J];合成化學(xué);2005年06期

4 惠飛;趙偉杰;;碘催化亞胺與烯醇醚的新反應(yīng)研究[J];化學(xué)世界;2012年12期

5 張林;鄭妍;潘曉曉;李來(lái)才;田安民;;碘催化苯乙醛與芐胺合成多取代咪唑的反應(yīng)機(jī)理研究[J];有機(jī)化學(xué);2014年08期

6 張百群;萬(wàn)常峰;王強(qiáng);張帥;查正根;汪志勇;;碘催化的串聯(lián)氧化環(huán)化反應(yīng)合成多取代咪唑(英文)[J];化學(xué)學(xué)報(bào);2012年23期

7 厲秋岳,陸守誠(chéng);C_(21)二元酸的研制[J];中國(guó)油脂;1988年05期

8 曹楠;;碘催化法合成酯的研究[J];廣東化工;2013年02期

9 胡小銘;胡藝文;;碘的應(yīng)用[J];化學(xué)教育;2012年04期

10 吳e鸜，

本文編號(hào)：1959865