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제123회 대한화학회 학술발표회, 총회 및 기기전시회 안내 In/Ag-Catalyzed Construction of Polyfunctionalized N-Arylpyrazoles via Regioselective [2+2+1]-Oxidative N-Annulation

2019년 2월 14일 15시 05분 46초
ORGN.P-343 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
4월 18일 (목요일) 11:00~12:30
Organic Chemistry
저자 및
Raju Sitaram Thombal, Yong Rok Lee1,*
Chemical Engineering, Yeungnam University, India
1Division of Chemical Engineering, Yeungnam University, Korea

Pyrazoles are among the most significant heteroaromatic compounds widely found in biologically and pharmacologically active molecules. They exhibit a variety of biological properties, including anti-inflammatory, antibacterial, analgesic, antifungal, antipyretic, antiviral, anticancer, antidiabetic, antiobesity, and plant growth regulating activities, as well as protein kinase, Cox-2, and HIV-1 reverse transcriptase inhibitory functions. They have been used as valuable building blocks and structural moifs in the synthesis of natural products, agrochemicals, dyes, and medicines. Typical approaches towards the synthesis of pyrazoles are based on the reaction of hydrazine’s with 1,3-dicarbonyl compounds or unsaturated hydrocarbons by condensation and oxidation sequence, the reaction of aryl amines with 1, 3-dicarbonyl compounds forming β- amino α,β-enoates or enones, which would react further with nitriles. Accordingly, there is a demand for a facile one-step approach for the synthesis of pyrazoles. Herein, we present synthesis of polysubstituted N-arylpyrazoles by oxidative [2+2+1] cycloaddition of readily available arylhydrazine hydrochlorides with β-enamino esters by using indium (III)/ silver (I) dual catalysis (Scheme 1).