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Updated: Aug 28, 2025

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Direct C-H/C-H Coupling of the Azoloannulated Pteridines with Electron Rich (Hetero)Aromatic Compounds
Denis A Gazizov1, Evgeny B Gorbunov1, Ekaterina F Zhilina1
1Postovsky Institute of Organic Synthesis, Ural Branch of Russian Academy of Sciences, Sofia Kovalevskoy St. 22/20, Ekaterinburg 620108, Russia.
Abstract:
The methods for modification of azoloannulated pteridines with (hetero)aromatic nucleophiles using a nucleophilic substitution of hydrogen (SNH) methodology have been developed in this work. Stable intermediate σH-adducts, as well as products of an unexpected intramolecular rearrangement of diadducts, have been isolated and characterized. The potential of the proposed approach for obtaining donor-acceptor systems, in which the pteridine fragment of the molecule acts as an acceptor, was demonstrated. The main photophysical properties of the obtained D-A compounds have been studied.
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