臺灣博碩士論文加值系統

目前為止已發現香豆素及相關結構有廣泛的應用性，在文獻報導合成6,7-苯并香豆素的方法，大多以具有萘環骨架的衍生物為起始物，經由數步合成到目標物6,7-苯并香豆素。
本論文利用2-四氫酮為起始物，在其芐基未引入甲酯使其酮基以烯醇形式存在，接連進行烷化反應，去碳酸化，上縮酮保護，在依馬可尼可夫法則進行氫硼化氧化反應，分子內合環，再利用DDQ進行芳香化，經由數步可得6,7-苯并香豆素與6,7-苯并色酮。不同於過去文獻，本論文可在A環接取不同官能基為一大特點。

The coumarin and related structures have attracted intensive synthetic interests over the past several decades. In Previous approaches 6,7-benzocoumarin has been synthesized from bicyclic aromatic 2-naphthol as starting material with several steps.
Here, We have used 2-tetralone as starting material and further converted it to 6,7-benzocoumarin by several steps. The first step is addition of methyl ester to form enol from ketone in conjugated system, then proceed in alkylation, decarboxylation, on protecting group, hydroboration-oxidation reaction, intramolecular cyclization, and aromatize from alkane by oxidant-DDQ to form 6,7-benzocoumarins and 6,7-benzochromones.
Different from past literature works, we have developed a new synthetic method, by which we can successfully obtain different substituent groups on A ring.

中文摘要．．．．．．．．．．．．．．．．．．．．．．．．I
英文摘要．．．．．．．．．．．．．．．．．．．．．．．．II
章節目錄．．．．．．．．．．．．．．．．．．．．．．．．III
名詞簡稱及對照表．．．．．．．．．．．．．．．．．．．．IV
圖表目錄．．．．．．．．．．．．．．．．．．．．．．．．V
緒論．．．．．．．．．．．．．．．．．．．．．．．．．．1
研究動機．．．．．．．．．．．．．．．．．．．．．．．．33
結果與討論．．．．．．．．．．．．．．．．．．．．．．．34
結論．．．．．．．．．．．．．．．．．．．．．．．．．．75
實驗
一、 實驗一般敘述．．．．．．．．．．．．．．．．． 76
二、 實驗步驟與光譜資料．．．．．．．．．．．．．． 78
參考文獻．．．．．．．．．．．．．．．．．．．．．．．．152
光譜附錄．．．．．．．．．．．．．．．．．．．．．．．．158
附錄-(Uv-Vis)吸收與螢光放射量．．．．．．．．．．．．．388

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