Related Experiment Video
Updated: Jun 11, 2025

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Synthesis and properties of thienonaphtho[bc]pyridines and thienonaphtho[bc]quinolines
Arpine Vardanyan1, Jonas Polkaehn1, Marie-Louis Bauder1
1Universität Rostock, Institut für Chemie, A.-Einstein-Str. 3a, 18059 Rostock, Germany. peter.langer@uni-rostock.de.
Abstract:
The incorporation of heteroatoms within polycyclic aromatic compounds has gained significant interest due to its potential to effectively alter the inherent physicochemical properties of compounds without the need for profound structural changes. We herein report the development of a modular synthesis of hitherto unknown thienonaphtho[bc]pyridines and thienonaphtho[bc]quinolines in very good yields by Brønsted acid mediated cycloisomerization, permitting selective access to two isomeric products that are isoelectronic to the parent dibenzopyrene. The photophysical and electrochemical properties of the desired compounds were extensively studied and further complemented by DFT calculations.
More Related Videos
14:11Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
09:58Metal-free Synthesis of Ynones from Acyl Chlorides and Potassium Alkynyltrifluoroborate Salts
Published on: February 24, 2015
Related Concept Videos
Five-Membered Heterocyclic Aromatic Compounds: Overview
Aromatic Hydrocarbon Cations: Structural Overview
Removing one hydrogen from the intervening CH2 group...
Thermal and Photochemical Electrocyclic Reactions: Overview
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene
Basicity of Heterocyclic Aromatic Amines
Criteria for Aromaticity and the Hückel 4n + 2 Rule
For the first time, Eric Hückel, a German chemical physicist, derived a set of structural features for a compound to be classified as aromatic. This is now known as...