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Synthesis of novel N-, S-substituted-polyhalo-1, 3-butadienes and crystal structure of dibutadienyl homopiperazine.
- Source :
-
Journal of Chemical Sciences . Jul2013, Vol. 125 Issue 4, p755-764. 10p. 2 Diagrams, 3 Charts, 2 Graphs. - Publication Year :
- 2013
-
Abstract
- Polyhalogenated-2-nitro-1, 3-butadienes are important synthetic precursors for a variety of polyfunctionalized bioactive heterocycles. Herein, we report the reactions of 1, 1, 3, 4, 4-pentachloro-2-nitro-1, 3-butadiene 1 and 4-bromo-1, 1, 3, 4-tetrachloro-2-nitro-1, 3-butadiene 2 with amino and thiol containing nucleophiles to obtain highly functionalized (E)-polyhalodiene-2-nitro-1, 3-butadiene derivatives. Most of these reactions were found to be highly selective resulting in good to high yields of the products. All new compounds have been characterized by nuclear magnetic resonance spectroscopy (NMR), mass spectrometry (MS) and Fourier transform infrared spectroscopy (FT-IR) spectroscopic data. Single crystal X-ray structure analysis of compound 8c is reported. [Figure not available: see fulltext.] [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 09743626
- Volume :
- 125
- Issue :
- 4
- Database :
- Academic Search Index
- Journal :
- Journal of Chemical Sciences
- Publication Type :
- Academic Journal
- Accession number :
- 90014860
- Full Text :
- https://doi.org/10.1007/s12039-013-0461-3