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114th General Meeting of Korean Chemical Society Highly Efficient Solvent-free Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles and their Evaluation

Submission Date :
8 / 28 / 2014 , 15 : 30 : 02
Abstract Number :
114082810998
Presenting Type:
Poster Presentation
Presenting Area :
유기화학
Authors :
노경탁, 허남회1, 김학원2,*
경희대학교 화학과, Korea
1서강대학교 화학과, Korea
2경희대학교 응용화학과, Korea
Assigned Code :
ORGN.P-851 Assigend Code Guideline
Presenting Time :
10월 15일 (수요일) 16:00~19:00

1,3,4-Oxadiazole is considered as very important compounds due to their biological and medicinal activities, fluorescent and corrosion inhibition properties which has led lots of efforts to develop new methodologies for the preparation of various oxadiazoles. Recently, tremendous efforts in the organic synthesis field have been devoted to reduce costs and resources consuming via environmentally benign, simple, and practical processes. In this report, a mild, general, convenient and efficient one-pot synthesis of symmetrical and unsymmetrical 1,3,4-oxadiazoles from hydrazide through N-acylhydrazones is described. Several hydrazides were efficiently grinded with various aldehydes by using ball-mill machine to give the corresponding N-acylhydrazones. Resulting N-acylhydrazones underwent a smooth BTI[bis(trifluoroacetoxy)iodobenzene]-mediated cyclization reaction in the absence of solvent to afford symmetrical and unsymmetrical 1,3,4-oxadiazoles in good yields. It would be developed for a sustainable organic synthetic process. Resulting 1,3,4-oxadiazoles have been investigated for the fluorescence properties and metal complexation. Those would be used for fluorescence chemosensor or OLED materials.