학술논문
부문 1. E- 그리고 –Z 알켄에 대한 선택적 루테늄 복분해 촉매의 반응과 선호도에 대한 상관관계. 부문 2. 3,4-다이하이드로피리미딘-1-2-싸이온과 알코올과의 구리 매개의 산화성 탈황-수소 교차 결합 반응을 이용한 2-alkoxypyrimidine 합성. / Part 1. Correlation between Preference of Ruthenium Methathesis Catalysts and Selective Olefin Methathesis toward E- and Z- alkene. Part 2. Synthesis of 2-alkoxypyrimidine derivatives via oxidative dehydrosulfurative cross-coupling of 3,4-dihydropyrimidine-1H-2-thiones with alcohols.
Document Type
Dissertation/ Thesis
Author
Source
Subject
Language
Korean
Abstract
After the discovery of ruthenium olefin metathesis catalysts in the 1990s, development of stereoselective ruthenium olefin metathesis catalysts was a challenging research subject in organic chemistry. Development of the Z-selective ruthenium olefin metathesis catalyst is necessary because most olefin metathesis catalysts are thermodynamically stable E-alkene favored catalysts at that time. In 2011, Z-selective ruthenium olefin metathesis was developed. Although outstanding results were achieved with this catalyst, in mechanistic understanding, experimental evidence is required to complement theoretical calculation. Part 1 of this thesis describes preference of olefin metathesis catalyst based FRET study as experimental evidence of E, Z-selective olefin metathesis and disclose correlation between reactivity and preference as guide for selective reactions to alkene stereoisomers.
Because 2-alkoxypyrimidine is the core structure of many commercially available pharmaceutical drugs in the market and potential candidate drugs for treatment of incurable diseases such as diabetes and cancer, the desire for efficient and fast synthetic methods for 2-alkoxypyrimidine derivatives is ceaseless. Established synthesis of 2-alkoxypyrimidine is aromatic substitution or transition metal catalyzed cross-coupling of 2-(pseudo)halopyrimidine. But development of new strategy for synthesis of 2-alkoxypyrimidine still interesting subject for organic chemist. Part 2 of this thesis describes Copper mediated oxidative dehydrosulfurative carbon-oxygen cross coupling of 3,4-dihydropyrimidine-1H-2-thiones synthesized from simple biginelli reactions and alcohols. This approach would help to synthesize many substituted 2-alkoxypyrimidines in decent yield.
Because 2-alkoxypyrimidine is the core structure of many commercially available pharmaceutical drugs in the market and potential candidate drugs for treatment of incurable diseases such as diabetes and cancer, the desire for efficient and fast synthetic methods for 2-alkoxypyrimidine derivatives is ceaseless. Established synthesis of 2-alkoxypyrimidine is aromatic substitution or transition metal catalyzed cross-coupling of 2-(pseudo)halopyrimidine. But development of new strategy for synthesis of 2-alkoxypyrimidine still interesting subject for organic chemist. Part 2 of this thesis describes Copper mediated oxidative dehydrosulfurative carbon-oxygen cross coupling of 3,4-dihydropyrimidine-1H-2-thiones synthesized from simple biginelli reactions and alcohols. This approach would help to synthesize many substituted 2-alkoxypyrimidines in decent yield.