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  • 09월 08일 17시 이후 : 초록수정 불가능, 일정확인 및 검색만 가능

제116회 대한화학회 학술발표회, 총회 및 기기전시회 안내 Copper-Catalyzed Direct Synthesis of 1,2,4-Oxadiazoles from Amides and Organic Nitriles

2015년 8월 27일 15시 48분 23초
KCS.O-4 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
목 09시 : 30분
Oral Presentation for Young International Chemists
저자 및
Malleswara Rao Kuram, 홍성유1,*
울산과학기술대학교(UNIST) Chemical engineering, India
1울산과학기술대학교(UNIST) 나노생명화학공학부, Korea

The five membered 1,2,4-Oxadiazoles are interesting heterocycles present in a variety of biologically active compounds and organic materials. The importance of these heterocycles and their derivatives exemplifies in medicinal chemistry as antidiabetic, antiinflammatory, antimicrobial, antitumor angents, immunosuppressors, neuroprotective agents as well as in material chemistry as components of polymers, liquid crystals, luminiscent, optoelectronic materials and corrosion inhibitors. Therefore, a range of methods have been explored for the synthesis of these heterocycles. Traditional methods for their synthesis typically involve the first O-acylation step of amidoximes or their precursors by activated carboxylic acid derivatives followed by intramolecular dehydration. Recently, 1,2,4-oxadiazoles were obtained from aldoxime and organic nitriles by employing ZnCl2 in the presence of stong acid PTSA. A relatively mild approch was developed by copper-catalyzed cascade annulation of amidines and methylarenes. However, most of the developed methods suffer from harsh reaction conditions such as high reaction temperature or the use of relatively unavailable starting materials. Hence, the development of efficient and simple synthetic procedure for the acquisition of 1,2,4-oxadiazoles from easily available starting materials is highly desirable. Herein, we have developed the optimized conditions for the synthesis of 1,2,4-oxadiazole from easily available amides and organic nitriles using copper catalysis.With the optimal reaction conditions, we have explored the scope and generality of this tranformation. Vaious substituted amides as well as organic nitriles were subjected under optimized reaction conditions and obtained good yields of the desired products.