A series of 2-(hetero)arylbenzimidazoles were synthesized by the catalytic condensation of (hetero)aryl aldehydes with 1,2-phenylenediamine derivatives at room temperature in the presence of air as the oxidant. Copper nanoparticles on charcoal was employed as an efficient and mild catalyst for this methodology.
2,4,6-Tribromo-1,3,5-trihydroxybenzene (TBTHB) as a reagent was efficiently reacted with 6 molar equivalents of benzothioamides in dimethyl sulfoxide (DMSO), and the corresponding 3,5-diaryl-1,2,4-thiadiazoles were obtained in almost quantitative yields (91-98%) and in short times (15-20 min) with the formation of hexahydroxybenzene as a rather valuable by-product.
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