Synthesis of N-substituted dibenzoazepine–pyridazine derivatives as potential neurologically active drugs
- 9 October 2020
- journal article
- research article
- Published by Taylor & Francis Ltd in Synthetic Communications
- Vol. 50 (24), 3845-3853
- https://doi.org/10.1080/00397911.2020.1828925
Abstract
Syntheses of pyridazine derivatives of dibenzoazepine, starting from N-substituted-dibenzoazepines, are reported here for the first time. In the reaction sequence, N-substitute dibenzoazepine derivatives were synthesized and then, examined inverse electron demand Diels–Alder (IEDDA) reactions between N-substituted dibenzoazepine derivatives and tetrazines. While in some reactions, targeted products were obtained using phenyliodo-bis(trifluoroacetate) (PIFA), in other reactions, they were obtained directly with tetrazines which also behaved as the oxidizing agent. Structures of these compounds were fully characterized by NMR, IR, and HRMS spectroscopic techniques. Graphical AbstractKeywords
Funding Information
- Atatürk University
This publication has 27 references indexed in Scilit:
- 5-(Prop-2-yn-1-yl)-5H-dibenzo[b,f]azepine: orthorhombic polymorphActa Crystallographica Section E: Crystallographic Communications, 2012
- Haloarene Derivatives of Carbamazepine with Reduced Bioactivation Liabilities: 2-Monohalo and 2,8-Dihalo DerivativesJournal of Medicinal Chemistry, 2012
- 5-(Prop-2-ynyl)-5H-dibenzo[b,f]azepineActa Crystallographica Section E: Crystallographic Communications, 2012
- Are pyridazines privileged structures?MedChemComm, 2011
- Synthesis and anti‐inflammatory activity of 8H‐1‐thia‐8‐aza‐dibenzo[e,h]azulenesJournal of Heterocyclic Chemistry, 2011
- Synthesis of esters and amides of 1,4-dihydro-1,2,4,5-tetrazine-3,6-dicarboxylic acidJournal of Chemical Research, 2009
- A New Industrial Process for 10-Methoxyiminostilbene: Key Intermediate for the Synthesis of OxcarbazepineOrganic Process Research & Development, 2009
- Probing the Dinucleating Behaviour of a Bis‐Bidentate Ligand: Synthesis and Characterisation of Some Di‐ and Mononuclear Cobalt(II), Nickel(II), Copper(II) and Zinc(II) Complexes of 3,5‐Di(2‐pyridyl)‐4‐(1H‐pyrrol‐1‐yl)‐4H‐1,2,4‐triazoleEuropean Journal of Inorganic Chemistry, 2006
- Antioxidant neuroprotection in Alzheimer’s disease as preventive and therapeutic approachFree Radical Biology & Medicine, 2002
- Long-Lived Photoinduced Charge Separation and Redox-Type Photochromism on Mesoporous Oxide Films Sensitized by Molecular DyadsJournal of the American Chemical Society, 1999