Synthesis and Direct C2 Functionalization of Imidazolium and 1,2,4-Triazolium N-Imides
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- 作者：Deepak S. Panmand ; Davit Jishkariani ; C. Dennis Hall ; Peter J. Steel ; Abdullah M. Asiri ; Alan R. Katritzky
- 刊名：Journal of Organic Chemistry
- 出版年：2014
- 出版时间：November 7, 2014
- 年：2014
- 卷：79
- 期：21
- 页码：10593-10598
- 全文大小：399K
- ISSN：1520-6904
文摘
Pd-catalyzed direct C2 arylation and Cu-catalyzed direct one-pot alkynylation/intramolecular cyclization of azolium N-imides are reported. Various acetylenes, aryl iodides, and 1-alkyl substituents were examined. The mild protocol allows direct C2 arylation of azolium N-imides without the use of specialized reagents together with novel one-pot regioselective preparations of imidazole-pyrazolo and pyrazolo-1,2,4-triazole ring systems. The electronic properties of selected examples were examined by fluorescence spectroscopy.