Shemehen R. Functionalized heterocycles based on 2-hetaryl-2-(1-aryl(hetaryl)pyrrolidin-2-ylidene)acetonitriles

The thesis for candidate’s degree in chemical science by speciality 02.00.03 – organic chemistry. – Taras Shevchenko National University of Kyiv, Kyiv, 2021. 2-(Pyrrolidine-2-ylidene)acetonitriles featuring a substituent at its β-position are appropriate substrates to achieve this end. They have several reactive sites and thus can be regioselectivly functionalized to give access to various structurally different Nitrogen-containing moieties with wide spectrum of biological activity: pyridines, pyrrolopyridines and pyrazoles. Preparative methods for the synthesis of 2-hetaryl-2-(1-aryl (hetaryl)pyrrolidin-2-ylidene) acetonitriles have been developed: recycling of 2-hetaryl-2-(tetrahydro-2-furanylidene)acetonitriles under the action of aromatic amines; generation of acyclic and cyclic imidoil chlorides with subsequent interaction with heryrylacetonitriles; cyclization of 2- (2-benzthiazolyl) -3-oxo-6-N-R-hexanonitriles. During the present research the synthesis 2-hetaryl-2-(1-aryl(hetaryl)pyrrolidin-2-ylidene)acetonitriles from 2-hetaryl-2-(tetrahydro-2-furanylidene)acetonitriles was for first time accomplished by reflux in DMF. The variation of the structure of 2-hetaryl and 1-R-substituents in 2-hetaryl-2-(1-aryl(hetaryl)pyrrolidin-2-ylidene)acetonitriles was demonstrated.