Abstract ▼

ㅇ Purpose & contents
The goal of this research was to develop a novel synthetic methodology for the synthesis of new functional organic compounds utilizing carbene or metal carbenoids derived from the decomposition of diazo compounds in the presence of thermal or transition metal salts and to con

ㅇ Purpose & contents
The goal of this research was to develop a novel synthetic methodology for the synthesis of new functional organic compounds utilizing carbene or metal carbenoids derived from the decomposition of diazo compounds in the presence of thermal or transition metal salts and to construct extensive chemical libraries. In addition, the developed methodologies can be effectively used by organic chemists and organic synthetic chemists for the synthesis of new products such as drugs, agricultural chemicals. fine chemicals, fluorescence sensor or electronic materials.

ㅇ Result
In the first year, we developed new methodologies for the synthesis of azopyrazoles, γ-pyrones and isatins starting from acyclic and cyclic diazo compounds by Wolff-rearrangement or Lewis acid-catalyzed reactions. We also synthesized various benzodiazepinones, quinoxalines, and pyrazines by Wolff-rearrangement or metal-catalyzed reactions of diazo compounds with corresponding diamines. In addition, we synthesized a variety of 3-arylindoles by direct coupling of diazo compounds with indoles. In the second year, we developed new methodologies for the synthesis of polyethers by rhodium-catalyzed reactions of diazo compounds with 1,4-dioxanes or benzo-1,4-dioxanes. In addition, a simple and facile synthesis for dihydrofurans and furans was carried out by Ru(II)-catalyzed reactions of diazo compounds with 3-arylidene-2,4-diketos or 1,3-dicarbonyls. Furthermore, we develpoed a regioselective synthetic methodology for the construction of indolin-2-ones bearing spriocyclopropenyls or furo[2,3-b]indoles by reactions of diazo compounds and aryl acetylenes. In the third year, we also developed novel synthetic methodologies which could introduce the sulfide groups at the 3-position on oxindoles. We also synthesized 2-hydroxynaphthalenyl arylsulfonates by reactions of diazo compounds with arylsulfonic acids. We also developed a new methodology to introduce aryl gropus on the naphthalene rings through reactions of 1-diazonaphthalen-2-ones with arenes. To construct more extensive chemical libraries, the coupling reactions and C-H functionalizations were carried out. The synthesized compounds exhibited excellent fluorescence sensing properties for Cu²⁺ ions and showed significant redshifts in solvent dependent fluorescence spectroscopy. Moreover, the synthesized compounds were evaluated for biological activities and some of them exhibited potent antioxidant, antibacterial, and antibiofilm properties.

ㅇ Expected Contribution
Through these studies, a variety of novel strategies for the construction of biologically interesting compounds were developed as we acquire critical technologies for the preparation of diverse molecules. These methodologies provided successful synthetic models and routes to the synthesis of various functional materials and bioactive molecules. These protocols can be widely expected to be used for the development of drugs, agricultural chemicals. fine chemicals, fluorescence sensor or electronic materials. Some of these results were already published in high impact journals for the technological advancement in chemistry and biochemistry.


(출처 : SUMMARY 5p)

목차 Contents

• 표지 ... 1
• 목차 ... 2
• 연구계획 요약문 ... 3
• 연구결과 요약문 ... 4
• 한글요약문 ... 4
• SUMMARY ... 5
• 연구내용 및 결과 ... 6
• 1. 연구개발과제의 개요 ... 6
• 2. 국내외 기술개발 현황 ... 6
• 3. 연구수행 내용 및 결과 ... 7
• 4. 목표달성도 및 관련분야에의 기여도 ... 17
• 5. 연구결과의 활용계획 ... 24
• 6. 연구과정에서 수집한 해외 과학기술정보 ... 24
• 7. 주관연구책임자 대표적 연구실적 ... 25
• 8. 참고문헌 ... 25
• 9. 연구성과 ... 25
• 10. 국가과학기술지식정보서비스에 등록한 연구시설‧장비 현황 ... 45
• 11. 연구개발과제 수행에 따른 연구실 등의 안전조치 이행실적 ... 45
• 12. 기타사항 ... 46
• 별첨1. 대 표 연 구 실 적 ... 47
• 별첨2. 세부 목표 관련 증빙 ... 62
• 끝페이지 ... 99