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Synthesis of 2-hetaryl-2-(tetrahydrofuran-2-ylidene)acetonitriles
Authors:O V Khilya  T A Volovnenko  A V Turov  R I Zubatyuk  O V Shishkin  Yu M Volovenko
Institution:(1) Taras Shevchenko Kyiv National University, 64 Volodymyrska St., Kyiv, 01601, Ukraine;(2) Institute for Single Crystals, 60 Lenin Ave., Kharkiv, 310001, Ukraine
Abstract:The reaction of azolylacetonitriles with γ-chlorobutyryl chlorides gave the corresponding 2-(1-R-1,3-di- hydro-2H-benzimidazol-2-ylidene)-, 2-(1,3-benzothiazol-2-ylidene)-, and 6-chloro-2-(4-methylthiazol-2-ylidene)-3-oxohexanenitriles. A study of the intramolecular cyclization of 2-(quinazolin-2-ylidene)-3-oxo-6-hexanenitriles and -heptanenitriles has led to the development of an efficient method for the preparation of 2-(quinazolin-2-yl)-2-(tetrahydrofuran-2-ylidene)acetonitriles. The (Z,E)-isomerism of the synthesized 2-hetaryl-2-(tetrahydrofuran-2-ylidene)acetonitriles was studied.
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