The review is devoted to modern trends in the chemistry of nitrogen-, oxygen-and sulfur-containing monocyclic, polynuclear and benzo(hetero)annulated heterocyclic compounds. Methods for the synthesis and chemical reactivity of furazan, furoxan, thiazole, thiadiazole, dithiazole, thiophene, glycoluril, imidazotriazine, diaziridine and other heterocycles are discussed. Characteristic features of reactions depending on the structure of the starting compounds, intermediates and reaction medium (organic solvents, ionic liquids) and mechanistic aspects of the most interesting transformations are considered. Data on the biological activities and prospects for practical applications of the indicated heterocyclic systems are presented.
The bibliography includes 383 references.
in Wiley InterScience (www.interscience.wiley.com).The 1,3-dipolar cycloaddition of unstabilized azomethine ylide 1 with meta-dinitrobenzene fused with nitrogen heterocycles affords the corresponding decahydropyrrolo[3,4-e]isoindole cycloadducts in good yields. This is a first example of [3þ2]-cycloaddition of azomethine ylides to nitroarenes.
The 1,3‐dipolar cycloaddition of unstabilized N‐methyl azomethine ylide to mononitro benzazoles was studied. Depending on the nature of substituents and annelated azoles, the reaction affords previously unknown isoindole fused heterocyclic systems. The reactivity of the cycloadducts was examined. J. Heterocyclic Chem., (2011).
A new simple and efficient one-step method for the preparation of arylacetonitriles by reaction of b-(dimethylamino)styrenes with hydroxylamine hydrochloride in formic acid solution is described.
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