路易斯酸輔佐七員環2-烯炔醯胺及呋喃炔醯胺化合物的環化反應:稠雙環γ-內醯胺與吡咯衍生物的合成

dc.contributor葉名倉zh_TW
dc.contributorYeh, Ming-Changen_US
dc.contributor.author林冠碩zh_TW
dc.contributor.authorLin, Kuan-Shuoen_US
dc.date.accessioned2019-09-04T09:10:57Z
dc.date.available2018-09-01
dc.date.available2019-09-04T09:10:57Z
dc.date.issued2018
dc.description.abstract本論文包含兩個主題,主題一:利用三氯化鐵輔佐2-烯炔醯胺七員環化合物,進行分子內環化反應,合成雙環[5.3.0]-γ-內醯胺化合物,主題二:利用三氯化金催化具有炔醯胺側鏈的呋喃化合物,進行分子內環化反應,合成吡咯衍合物。 主題一為三氯化鐵輔佐2-烯炔醯胺七員環化合物,進行分子內環化反應,合成具四個立體中心的含氯雙環[5.3.0]-γ-內醯胺化合物,此反應的優點為操作簡單、條件溫和且不需額外添加氧化劑即可合成含氯雙環[5.3.0]-γ-內醯胺化合物。 主題二探討有效率合成順式-3-芳香基取代-4-(側氧基-1-丙烯基)吡咯衍合物,在氮氣條件下,以三氯化金催化C-2位置具炔醯胺側鏈的呋喃化合物,可快速合成吡咯衍合物,此反應操作簡單、溫和條件且產率良好。zh_TW
dc.description.abstractThe thesis contains two topics. The first part is the synthesis of chlorinated bicyclo[5.3.0]-γ-lactams via iron(III) chloride-catalyzed intramolecular cyclization of seven-membered ring 2-enynamides. The second part is the synthesis of pyrrole derivatives via gold(III)-catalyzed intramolecular cyclization of ynamide-tethered furans. A simple and mild process was developed for the synthesis of chlorinated bicyclo[5.3.0]-γ-lactams, possessing four stereocenters, from easily available seven-membered ring 2-enynamides. The reaction required only an inexpensive iron(III) chloride under dry air and were tolerant of aryl and heteroaryl groups at the alkyne terminus. An efficient synthesis of 3-aryl-substituted-4-(3-oxopropen-1-yl)pyrroles is developed. Treatment of gold(III) chloride with furans containing a tethered ynamide at the C-2 position of the furan ring in toluene under nitrogen proceeds rapidly to afford pyrrole derivatives in good yields. The reactions are operationally simple and under mild reaction conditions.en_US
dc.description.sponsorship化學系zh_TW
dc.identifierG060542007S
dc.identifier.urihttp://etds.lib.ntnu.edu.tw/cgi-bin/gs32/gsweb.cgi?o=dstdcdr&s=id=%22G060542007S%22.&%22.id.&
dc.identifier.urihttp://rportal.lib.ntnu.edu.tw:80/handle/20.500.12235/100171
dc.language中文
dc.subject分子內環化反應zh_TW
dc.subject炔醯胺分子zh_TW
dc.subject三氯化鐵催化zh_TW
dc.subject雙環γ-內醯胺zh_TW
dc.subject金(III)催化zh_TW
dc.subject吡咯衍生物zh_TW
dc.subjectintramolecular cyclizationen_US
dc.subjectynamideen_US
dc.subjectiron(III)-catalyzeden_US
dc.subjectbicyclic γ-lactamen_US
dc.subjectgold(III)-catalyzeden_US
dc.subjectpyrrole derivativesen_US
dc.title路易斯酸輔佐七員環2-烯炔醯胺及呋喃炔醯胺化合物的環化反應:稠雙環γ-內醯胺與吡咯衍生物的合成zh_TW
dc.titleLewis Acid-Promoted Cyclization Reactions of Seven-Membered Ring 2-Enynamides and Ynamide-Tethered Furans : Synthesis of Fused Bicyclic γ-Lactams and Pyrrole Derivativesen_US

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