高價碘試劑參與的鈀催化的碳-氫鍵酯化反應(yīng)研究
發(fā)布時間:2018-01-22 06:59
本文關(guān)鍵詞: 高價碘試劑 C-H鍵活化 酯化反應(yīng) 導(dǎo)向基團(tuán) 出處:《湖北工業(yè)大學(xué)》2017年碩士論文 論文類型:學(xué)位論文
【摘要】:本文分為兩個部分,利用高價碘試劑特殊的反應(yīng)性能實現(xiàn)鈀催化碳-氫鍵酯化反應(yīng),使用高價碘試劑同時作為氧化劑和酯化試劑分別實現(xiàn)鈀催化的有導(dǎo)向基團(tuán)和無導(dǎo)向基團(tuán)的芳烴碳-氫鍵的酯化反應(yīng)1.在鈀催化下,以二芳甲酸碘苯作為氧化劑和酯化試劑,實現(xiàn)2-苯基吡啶的鄰位酯化反應(yīng)(Scheme 1)。反應(yīng)采用高價碘試劑同時作為氧化劑和酯化試劑,這使得反應(yīng)具有良好的原子經(jīng)濟(jì)性,且反應(yīng)條件更為簡單。該反應(yīng)表現(xiàn)出較好的區(qū)域選擇性和官能團(tuán)適用性,得到了中等至較高的單取代產(chǎn)物的收率,提供了一種較好的合成芳基酯類化合物的方法。2.我們實現(xiàn)了在鈀催化下,加入吡啶作為配體實現(xiàn)無導(dǎo)向基團(tuán)的芳烴的直接酯化反應(yīng)(Scheme 2)。反應(yīng)采用二芳甲酸碘苯作為氧化劑和酯化試劑,反應(yīng)中吡啶配體的存在可以極大程度上促進(jìn)催化循環(huán)過程從而提高反應(yīng)活性。反應(yīng)中高價碘試劑和取代芳烴均具有較好的官能團(tuán)適用性,為我們通過簡單芳烴來合成芳基酯類化合物提供了新的方法。
[Abstract]:This paper is divided into two parts. Palladium catalyzed carbon-hydrogen bond esterification is realized by using the special reaction performance of high valence iodine reagent. The palladium catalyzed esterification of aromatics with and without guided groups was realized by using high valence iodine reagents as oxidants and esterification reagents respectively. 1. Under the catalysis of palladium. The o-position esterification of 2-phenylpyridine was realized by using iodobenzene diarboxylate as oxidant and esterification reagent. The high valence iodine reagent was used as oxidant and esterification reagent. This makes the reaction have good atomic economy, and the reaction conditions are simpler. The reaction shows good regioselectivity and functional applicability, and the yield of monosubstituted products is medium to high. A better method for the synthesis of aryl esters is provided. 2. We have realized the synthesis of aryl esters under the catalysis of palladium. Pyridine was added as ligand to realize direct esterification of aromatics with no guide group. The reaction was carried out with iodizene diarboxylate as oxidant and esterification reagent. The existence of pyridine ligands in the reaction can greatly promote the catalytic cycle process and improve the activity of the reaction. Both the high valence iodine reagent and the substituted aromatics have good functional group applicability in the reaction. It provides a new method for the synthesis of aryl esters by simple aromatics.
【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】:O621.251
【參考文獻(xiàn)】
相關(guān)期刊論文 前1條
1 陳天保;章明;;鈀催化C-H乙酰氧基化反應(yīng)[J];有機(jī)化學(xué);2015年04期
,本文編號:1454015
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