本文選題：炔酸　切入點：末端炔　出處：《溫州大學》2017年碩士論文

【摘要】：在有機合成化學中,通常通過偶聯(lián)反應(yīng)構(gòu)建碳-碳鍵,碳-雜鍵,從而將簡單的小分子轉(zhuǎn)變?yōu)榻Y(jié)構(gòu)復雜、功能多樣的分子。同時,炔烴是有機合成化學中的重要結(jié)構(gòu)單元或通用中間體,存在于眾多具備生物活性的分子和功能材料中。因此,炔烴的偶聯(lián)反應(yīng)得到了廣泛的研究。鹵代喹啉類化合物存在于眾多具有生物和藥理活性的天然產(chǎn)物以及市售藥物中,值得我們尋找更加簡便、高效的方法來合成該類化合物。本論文圍繞炔烴偶聯(lián)和喹啉衍生物鹵化反應(yīng)展開論述,分為以下四部分:(1)簡單綜述了近年來炔酸脫羧偶聯(lián)反應(yīng)和末端炔烴脫氫偶聯(lián)反應(yīng)的研究進展;(2)發(fā)展了鈀催化下利用易儲存的炔酸與烯丙基醚脫羧偶聯(lián)反應(yīng)合成共軛1,3-烯炔化合物。該反應(yīng)條件溫和,副產(chǎn)物綠色環(huán)保;(3)探索研究了鎳催化末端炔烴與C(sp~2)-H偶聯(lián)得到炔基化/環(huán)化產(chǎn)物,利用N,S雙齒導向基團合成3-亞甲基異吲哚啉酮化合物;(4)探索研究了喹啉衍生物鹵化反應(yīng),發(fā)展了一種非金屬催化的喹啉衍生物C5位選擇性鹵化方法。該反應(yīng)操作簡便、綠色環(huán)保、產(chǎn)物易得。
[Abstract]:In organic synthesis chemistry, carbon-carbon bonds, carbon-hetero-bonds are usually formed by coupling reactions, thus transforming simple small molecules into complex structurally diverse molecules. Alkynes are important structural units or universal intermediates in organic synthesis chemistry, which are found in many bioactive molecular and functional materials. The coupling reaction of alkynes has been extensively studied. Halogenated quinoline compounds are found in many natural products with biological and pharmacological activities as well as marketable drugs. This paper focuses on the coupling of alkynes and halogenation of quinoline derivatives. In this paper, the research progress of decarboxylation of alkynic acid and dehydrogenation of terminal alkynes is briefly reviewed. The palladium catalyzed synthesis of allyl ether and alkylidene by palladium catalyzed decarboxylation of alkynic acid with allyl ether is reviewed. The reaction conditions are mild. The byproduct was green and environmental friendly. The alkynylation / cyclization product was synthesized by coupling terminal alkynes with C(sp~2)-H catalyzed by nickel, and 3-methyleneisoindolinone compound was synthesized by N (S) didentate guide group. The halogenation reaction of quinoline derivatives was studied, and the halogenation of quinoline derivatives was studied. A nonmetal-catalyzed selective halogenation method for quinoline derivatives at C _ 5 site was developed. The reaction is simple, environmentally friendly and the products are easy to obtain.
【學位授予單位】：溫州大學
【學位級別】：碩士
【學位授予年份】：2017
【分類號】：O621.25

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