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SYNTHESIS OF DITHIENOQUINAZOLINES FROM PYRIMIDINES via INTRAMOLECULAR NUCLEOPHILIC AROMATIC SUBSTITUTION OF HYDROGEN

Егор В. Вербицкий, Екатерина Династия, Анна Баранова, Олег Ельцов, Геннадий Русинов, Олег Николаевич Чупахин, Валерий Николаевич Чарушин
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Abstract


The possibility of intramolecular nucleophilic aromatic substitution of hydrogen in the series of 5-[2-(het)aryl-1-benzothiophen-3-yl]pyrimidines was explored. A convenient method for the synthesis of [1]benzothieno[3,2-f]thieno[2,3-h]quinazoline and [1]benzothieno[3,2-f]thieno[3,2-h]quinazoline based on the developed SNH protocol was proposed. The energy parameters (width of the band gap, the energy of the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbitals (LUMO)) of benzothieno[3,2-f]thieno[2,3-h]quinazoline synthesized for the first time were determined based on the data of the absorption spectra and cyclic voltammetry.

Authors: Egor V. Verbitskiy*, Ekaterina M. Dinastiya, Anna A. Baranova, Oleg S. Eltsov, Gennady L. Rusinov, Oleg N. Chupakhin, Valery N. Charushin


Keywords


pyrimidines; quinazolines; thienocenes; nucleophilic aromatic substitution of hydrogen

Full Text: PDF (Russian) Supplementary File(s): Supporting information (841KB)


 

 

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