Reactivity Study of 2,4-Dinitrobuta-1,3-Dienes Towards Mono-, Poly-, and Persulfanyl Conjugated Dienes by Regiospecific Vinyl Group Activation

Polyhalogenated nitrobuta-1,3-dienes are unique reagents in organic synthesis and have been employed in several well-known and recently developed areas of application. This study describes the scope and application of 1,1,3,4-tetrachloro-2,4-dinitrobuta-1,3-diene in organic synthesis as well as methods for the preparation of poly-and perfunctionalized 2,4-initrobuta-1,3-dienes, and characterization of all obtained compounds

Synthesis of novel N-, S-substituted-polyhalo-1, 3-butadienes and crystal structure of dibutadienyl homopiperazine

Polyhalogenated-2-nitro-1, 3-butadienes are important synthetic precursors for a variety of poly-functionalized 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