Dmitrii A. Shabalin

Formation of 2-ethynyl-3,4-dihydro-2H-pyrroles in the synthesis of 3H-pyrroles from ketoximes and acetylene in the system KOH—DMSO—hexane

3H-Pyrroles constitute a difficultly accessible and therefore poorly studied group of nonaromatic pyrroles. On the other hand, they exhibit potentially rich chemistry due to intrinsic tendency to undergo various rearrangements and addition and cycloaddition reactions [1]. Despite obvious interest attracted by 3H-pyrroles and their undoubted promises for organic synthesis as reactive intermediates with unique reactivity, no somewhat general method for their synthesis has been developed so far.

One-pot assembly of 3,5-bis(1H-pyrrol-2-yl)-4H-1,2,4-triazol-4-amines from pyrrolecarbo-nitriles and hydrazine

The reaction of pyrrole-2-carbonitriles with hydrazine hydrate in the presence of hydrazine dihydrochloride (ethylene glycol, 130-132°С, 1-2 h, argon atmosphere) affords the hitherto unknown 3,5-bis(1H-pyrrol-2-yl)-4H-1,2,4-triazol-4-amines in up to 86% yield.