Home Thiophene ring-opening reactions VI. Attempted cyclization towards [fused]-tricyclic system involving a thiolate anion and suitably located electrophilic carbon
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Thiophene ring-opening reactions VI. Attempted cyclization towards [fused]-tricyclic system involving a thiolate anion and suitably located electrophilic carbon

  • Ahmad H. Abdullah , Jalal A. Zahra , Salim S. Sabri , Firas F. Awwadi , Ahmad Q. Hussein and Mustafa M. El-Abadelah EMAIL logo
Published/Copyright: August 8, 2022
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Abstract

Model α-chloro-β-nitrothieno[2,3-c]pyridazines incorporating N1-(aryl) entity appended with ortho-methoxycarbonyl or trifluoromethyl group were prepared via intramolecular cyclization of their respective N-arylhydrazone precursors. Interaction of these substrates with N′-(p-fluorophenyl)benzothiohydrazide, in the presence of NEt3, furnished the respective 1,3,4-thiadiazoline–pyridazine thiolate hybrids that were S-methylated to produce the corresponding “sulfanyl” derivatives. Their structures were deduced from spectral data, and confirmed by single-crystal X-ray diffraction.


Corresponding authors: Jalal A. Zahra and Mustafa M. El-Abadelah, Chemistry Department, Faculty of Science, The University of Jordan, Amman 11942, Jordan, E-mail: (J.A. Zahra),

Funding source: The University of Jordan, Amman, Jordan

Award Identifier / Grant number: 1654/2274-2019

Acknowledgment

We would like to thank the Deanship of Scientific Research at the University of Jordan (at Amman 11942, Jordan) for financial support.

  1. Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

  2. Research funding: This study was funded by the University of Jordan, Amman, Jordan. Grant number. 1654/2274-2019.

  3. Conflict of interest statement: The authors declare to conflicts of interest regarding this article.

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Received: 2022-04-10
Accepted: 2022-07-18
Published Online: 2022-08-08
Published in Print: 2023-03-28

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