臺灣博碩士論文加值系統

自從1995年Grubbs等人發現新的釕(Ru)金屬錯化合物當做閉環置換反應(RCM)試劑，至目前為止，該試劑已經廣泛應用在有機合成方面。基於此，本實驗室應用此催化劑新法合成N-arylα,β-不飽和內醯胺類化合物、多取代之萘化合物、多取代之萘酚化合物、多取代之indenes以及多取代之2,5-dihydrobenzo[b]oxepines。更進一步地，本研究嘗試利用新的合成途徑製備多取代的3,6-dihydro-1H-benzo[c]oxocines。合成方面，我們以異香草醛(Isovanillin)當起始物，經由應用克雷森重排( Claisen rearrangment )反應，酚的烷化反應，醛基的還原反應，威廉森醚類合成(Williamson ether synthesis)與閉環置換反應( RCM )等步驟，成功地合成一系列新的多取代3,6-dihydro-1H-Benzo[c]oxocines 。

Since 1995 Grubbs et al. discovered a novel alkylidene ruthenium complex as a catalyst for ring-closing metathesis (RCM), it has been widely applied in organic synthesis for many aspects. Based on this chemistry, our laboratory have recently reported a new route to N-arylα,β-unsaturated lactams, substituted naphthalenes, substituted naphthols, substituted indenes and substituted 2,5-dihydrobenzo[b]oxepines. In this continuing studies, herein we report the synthesis of some substituted 3,6-dihydro-1H-Benzo[c]oxocines which belong to new compounds and never be synthesized in literature. Started from isovanillin, based on Claisen rearrangment, o-alkylation, reducton, Williamson ether synthesis, and ring-closing metathesis reaction, a series of new substituted 3,6-dihydro-1H-benzo[c]oxocines were synthesized in moderate yields.

目錄
中文摘要…………………………………...i
英文摘要…………………………………..ii
目錄………………………………………..iii
表目錄……………………………………..iv
附圖目錄…………………………………...v
壹、前言………………………..……..…………..1
貳、研究之回顧………………..……..……….….8
參、策略及目標……………………...…………15
肆、結果與討論……………………...…………18
伍、結論……………………………...…………38
陸、實驗部分……………………….…..………40
一、 溶媒及其處理程序.………….…..……...…40
二、 實驗藥品…………………….…..…………41
三、 實驗儀器…………………….…..…………42
四、 實驗步驟…………………….…..…………43
柒、參考文獻………………………...…………76

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