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dc.contributor.advisor이상기-
dc.contributor.author류가연-
dc.creator류가연-
dc.date.accessioned2016-08-25T10:08:59Z-
dc.date.available2016-08-25T10:08:59Z-
dc.date.issued2010-
dc.identifier.otherOAK-000000060398-
dc.identifier.urihttps://dspace.ewha.ac.kr/handle/2015.oak/185917-
dc.identifier.urihttp://dcollection.ewha.ac.kr/jsp/common/DcLoOrgPer.jsp?sItemId=000000060398-
dc.description.abstractStudies on the tandem synthesis of pyridones and benzofuarnones are comprised in this research : Part I topic is One-Pot Synthesis of 2-Pyridone via Chemo- and Regioselective Tandem Blaise Reaction of Nitriles with Propiolates, Part II topic is One-Pot Synthesis of 5-Hydroxy-(α-Aminomethylene) benzofuran-2(3H)-ones via Tandem Blaise-Nenitzescu Type Reaction. Part I : In studies on the development of tandem reaction by using the Blaise reaction intermediate, it has been found that the Blaise reaction intermediate possesses bidendate nucleophilic property, and thus reacted with propiolate having two electrophilic functional groups to form C-C and C-N bonds leading 2-pyridones. This methodology not only allows direct use of nitriles, but also provides quick build-up of high diversity of pyridone derivatives. Part II : The unprecedented novel tandem reaction of the Blaise reaction intermediate with 1,4-benzoquinone (Blaise-Nenitzescu reaction) providing 5-hydroxy-(α-aminomethylene) benzofuran-2(3H)-ones has been developed. The structures of benzofuanones are unambigously characterized by the X-ray structure analysis. The generality of this tandem protocol would provide an opportunity for the synthesis of the 5-hydroxy (α-aminomethylene)benzofuranones, which will be highly useful in drug discovery studies.;졸업 논문의 연구는 Pyridones 과 Benzofuarnones의 tandem 합성 연구의 주제로 구성되어 있다. : Part I 의 주제는 propiolate와 nitrile의 chemo- 그리고 resgioselective tandem Blasise 반응을 통해서2-pyridone의 one-pot 합성한 것에 관한 내용이다. : Part II 의 주제는 tandem Blasie-Nenitzescu타입 반응에 의해서 5-Hydroxy-(α-Aminomethylene) benzofuran-2(3H)-ones의 one-pot합성한 것에 관한 내용이다. Part I : Blaise 반응 중간생성물에 의한 tandem반응의 개발 연구는, Blaise 반응 intermediate은 두 자리 nucleophilic 특성을 소유하고, 이와 같이 2-pyridone들을 이끌고 있는 C-C와 C-N본드로부터 두개의 electrophilic functional 그룹을 가지고 있는 propiolate와 반응함을 발견하였다. 이 연구방법은 nitrile들의 직접 사용을 유도하는 것뿐만 아니라 다양한 pyridone들의 높은 차이의 빠른 build-up 을 제공한다. Part II : 선례가 없던 새로운 1,4-benzoquinone (Blaise-Nenitzescu reaction)와 Blaise reaction intermediate 의 tandem반응으로 5-hydroxy-(α-aminomethylene) benzofuran-2(3H)-ones결과를 낳았다. 이 benzofuanons의 구조들은 X-ray구조 분석에 의해 명확하게 특성을 나타내었다. 이 tandem 실험 계획의 보편성은 새로운 약학의 연구 개발에 5-hydroxy (α-aminomethylene)benzofuranones의 응용 적용을 위한 기회제공 할 것으로 기대된다.-
dc.description.tableofcontentsPart Ⅰ. One-Pot Synthesis of 2-Pyridones via Chemo- and Regioselective Tandem Blaise Reaction of Nitriles with Propiolates 1 Abstract 2 I-1. Introduction 3 I-2. Result and Discussion 8 I-3. Conclusion 16 I-4. Experimental Section 17 1. General methods 17 2. General Procedure for the Tandem Blaise Reaction with ethyl phenylpropiolate 17 1H and 13C NMR Spectral and HRMS Data of 4a~4q, and 8 18 1H and 13C NMR Spectra of 4a~4q, and 8 26 Part Ⅱ. One-Pot Synthesis of 5-Hydroxy-(α-Aminomethylene) benzofuran-2(3H)-ones via Tandem Blaise-Nenitzescu Type Reaction 44 Abstract 45 II-1. Introduction 46 II-2. Results and Discussion 51 II-3. Conclusion 56 II-4. Experimental Section 57 1. General methods 57 2. General Procedure for the Tandem Blaise Reaction with 1,4-Benzoquinone 57 1H and 13C NMR Spectral and HRMS Data of 5a~5l 58 1H and 13C NMR Spectra of 5a~5l 63 References 75 국문초록 77-
dc.formatapplication/pdf-
dc.format.extent9732103 bytes-
dc.languageeng-
dc.publisher이화여자대학교 대학원-
dc.titleStudies on the Tandem Synthesis of Pyridones and Benzofuranones-
dc.typeMaster's Thesis-
dc.creator.othernameRyu, Ka Yeon-
dc.format.pagevi, 78 p.-
dc.identifier.thesisdegreeMaster-
dc.identifier.major대학원 화학·나노과학과-
dc.date.awarded2010. 8-
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