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Type |
Poster Presentation |
Area |
Organic Chemistry |
Room No. |
Event Hall |
Time |
4월 19일 (목요일) 11:00~12:30 |
Code |
ORGN.P-393 |
Subject |
Indium-mediated reductive reactions of highly electron deficient nitroanilines towards two distinctive bis-pyrrole-containing arenes
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Authors |
EUNGYUNG KIM, Byung Min Lee1, BYEONG HYO KIM* Department of Chemistry, Kwangwoon University, Korea 1Center for Interface Materials and Chemical Engine, Korea Research Institute of Chemical Technology, Korea |
Abstract |
Pyrrole moiety is an important heterocyclic structure found in natural products and bioactive molecules including anti-inflammatants and immunosuppressants. In particular, polypyrroles (PPys) have proven their great potential in the fabrication of microelectronic and optoelectronic devices, including field effect transistors, organic light-emitting diodes (OLED), because of their good thermal and oxidative stability, flexibility and electrical conductivity.
Most of the synthetic approach using highly electron-deficient anilines towards pyrroles for N-hetero cyclization encountered difficulties because of their poor reactivity. Consequently, their biological or electronic usefulness is barely investigated. Therefore, synthetic transformation of highly electron deficient nitroanilines to two distinctive bis-pyrrole-containing arenes was investigated in this study. Indium-mediated reductive cyclization of highly electron deficient 2,6-disubstituted nitroanilines with 1,4-diketone to 2,6-disubstituted 4-(1H-pyrrol-1-yl)aniline followed by a ring annulation via Paal-Knorr reaction with another 1,4-diketone resulted in bis-pyrrole-containing electron-deficient arenes, in reasonable yield.
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E-mail |
ejkj76@naver.com |
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