Synthesis of a New Series of Nitrogen/Sulfur Heterocycles by Linking Four Rings: Indole; 1,2,4-Triazole; Pyridazine; and Quinoxaline.

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ID: 91075
2020
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Abstract
A new series of nitrogen and sulfur heterocyclic systems were efficiently synthesized by linking the following four rings: indole; 1,2,4-triazole; pyridazine; and quinoxaline hybrids. The strength of the acid that catalyzes the condensation of 4-amino-5-(1-indol-2-yl)-2,4-dihydro-3-1,2,4-triazole-3-thione with aromatic aldehydes controlled the final product. Reflux in glacial acetic acid yielded Schiff bases -, whereas concentrated HCl in ethanol resulted in a cyclization product at C-3 of the indole ring to create indolo-triazolo-pyridazinethiones -. This fascinating cyclization approach was applicable with a wide range of aromatic aldehydes to create the target cyclized compounds in excellent yield. Additionally, the coupling of the new indolo-triazolo-pyridazinethiones - with 2,3-bis(bromomethyl)quinoxaline, as a linker in acetone and KCO, yielded 2,3-bis((5,6-dihydro-14-indolo[2,3-d]-6-aryl-[1,2,4-triazolo][4,3-b]pyridazin-3 ylsulfanyl)methyl)quinoxalines - in a high yield. The formation of this new class of heterocyclic compounds in high yields warrants their use for further research. The new compounds were characterized using nuclear magnetic resonance (NMR) and mass spectral analysis. Compound was further confirmed by the single crystal X-ray diffraction technique.
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boraei2020synthesismolecules Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Boraei, Ahmed T A;Sarhan, Ahmed A M;Yousuf, Sammer;Barakat, Assem;
Journal molecules
Year 2020
DOI
E450
URL
Keywords
indole pyridazine 1,2,4-triazolel annulated heterocycles linker quinoxalines

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