Heterocyclization reactions using malononitrile dimer (2-aminopropene-1,1,3-tricarbonitrile)

New Quinoxaline-1,4-Dioxides Derived from Beirut Reaction of Benzofuroxane with Active Methylene Nitriles

“…Next, cyanomethylpyrazole 3 prepared by reaction of malononitrile dimer with hydrazine [15,16], reacted with benzofuroxane to give a product with the suggested structure 4 (Scheme 2). The evidence for the structure of compound 4 rests chiefly on its FT-IR spectrum, while NMR data cannot be interpreted unambiguously.…”

New Reactions of 5-Amino-3-(Cyanomethyl)-1H-Pyrazole-4-Carbonitrile

“…In continuation of our studies on the chemistry of functionalized pyridines [15][16][17][18], we decided to prepare hybrid molecules bearing both nicotinonitrile and 3(50-aminopyrazole moieties. First, we prepared chloroacetamide 10 through reaction of 5-amino-3-(cyanomethyl)-1H-pyrazole-4carbonitrile 1 with chloroacetyl chloride (Scheme 2).…”

Reactions of Malononitrile Dimer with Isothiocyanates

“…2-Аminо-1,1,3-tricyanopropene 1, which is readily prepared by the dimerization of malononitrile [1], is a polyfunctional reagent widely used in synthetic organic chemistry. Heterocyclizations involving malononitrile dimer 1 are known since the middle of XX century and are fairly well studied (for reviews, see [2][3][4]). Nevertheless, there are contradictory data in the literature concerning the regioselectivity of the reactions of malononitrile dimer 1 with isothiocyanates.…”