Synthesis of fused tetrazolone derivatives

2013-01-01
Ozcan, Sevil
Ekmekci, Zeynep
Mujde, Berk
Balcı, Metin
New fused tetrazolone derivatives were synthesized using homophthalic and maleic anhydrides. Treatment of anhydrides with trimethylsilyl azide opened the lactone rings and formed the corresponding intermediates, which bore 1,3-dipole and dipolarophile functionalities in ortho positions. The intermediates partially underwent internal 1,3-dipolar cycloaddition to produce fused tetrazolone derivatives. When the carbonyl groups in anhydride were not conjugated with any double bond, then a triazine-fused tetrazolone derivative was formed.
TURKISH JOURNAL OF CHEMISTRY

Suggestions

Synthesis of ferrocene substituted pyrrolidine derivatives via Et2Zn catalyzed 1 3 dipolar cycloaddition reactions of azomethine ylides
Doğan, Özdemir (2001-05-01)
Synthesis of ferrocene substituted pyrrolidine derivatives via diethylzinc catalyzed 1,3-dipolar cycloadditions of azomethine ylides is described. Azomethine ylides were generated from glycine methyl ester and ferrocenecarboxaldehyde by the 'imine tautomerization' method and trapped with dipolarophiles to give the corresponding cycloadducts in reasonable yields and high regio- and stereoselectivity.
Synthesis and optical properties of fused aromatic thienopyrazine based pi-conjugated polymers
Kolay, Merve; Tarkuc, Simge; Udum, Yasemin Arslan; Toppare, Levent Kamil (IOP Publishing, 2011-07-01)
Two new polythieno[3,4-b]pyrazine derivatives, poly-10,12-bis(4-hexylthiophen-2-yl)dibenzo[f,h]thieno[3,4-b]quinoxaline (PDBTQ) and poly-8,10-bis(4-hexylthiophen-2-yl)acenaphtho[1,2-b]thieno[3,4-e]pyrazine (PATP) were synthesized by electrochemical polymerization and their electrochemical properties reported. Electroactivity of the monomer and electrochemical redox behavior of its polymers were investigated by cyclic voltammetry. Spectroelectrochemical analysis was performed and the band gaps of the polymer...
Synthesis of aromatic poly(pyridinium salt)s and their electrochromic properties
Keshtov, M. L.; UDUM, YASEMİN; Toppare, Levent Kamil; Kochurov, V. S.; Khokhlov, A. R. (Elsevier BV, 2013-05-15)
Synthesis of a series of new conjugated electrochromic polymeric pyridinium salts containing main-chain triphenylamine and their electrochromic properties were demonstrated. All polymers exhibit intense UV absorptions at 336-338 nm in DMF and 340-343 nm in thin film form and fluorescence centered at 410-438 nm in DMF and 460-461 nm in thin film form. The electrochromic properties of the films were investigated by electrochemical and spectroelectrochemical methods. Reversible redox signals with stable electr...
Synthesis of Indolizines by Dimerization of N-Propargylated Pyrroles via Allene Intermediates
Kuzu, Burak; Gul, Sergen; Tan Uygun, Meltem; Mengeş, Nurettin; Balcı, Metin (2021-03-01)
Ten different N-propargyl pyrrole derivatives having various substituents at the C-2 position were synthesized. These derivatives were converted into indolizine derivatives by the [2+2] cycloaddition reaction of pyrrole N-allene, forming in situ, by heating in PrOH in basic medium. The structures were characterized by NMR and X-ray crystallography. The N-propargylated derivatives smoothly underwent intermolecular cyclizations to produce indolizine derivatives in good yields. We proposed a radical mechanism ...
Synthesis of New Thienylene Pyrrole Monomers and Their Electropolymerizations
Eken, Serap; Carbas, Buket Bezgin; Akdağ, Akın; Önal, Ahmet Muhtar (The Electrochemical Society, 2014-01-01)
In this study, four new 2,5-dithienylpyrroles (SNS) 1-(3-fluoro-phenyl)-2,5-di(thiophen-2-yl)-1H-pyrrole (m-FPTP), 1-(3-chlorophenyl)-2,5-di(thiophen-2-yl)-1H-pyrrole (m-ClPTP), 1-(3-bromo-phenyl)-2,5-di(thiophen-2-yl)-1H-pyrrole (m-BrPTP) and 1-(4-bromo-phenyl)-2,5-di(thiophen-2-yl)-1H-pyrrole (p-BrPTP) containing meta and para substituted benzene ring at the nitrogen atom were synthesized via Paal-Knorr condensation of 1,4-di(2-thienyl)-1,4-butanedione with corresponding halo-substituted anilines. The mon...
Citation Formats
S. Ozcan, Z. Ekmekci, B. Mujde, and M. Balcı, “Synthesis of fused tetrazolone derivatives,” TURKISH JOURNAL OF CHEMISTRY, pp. 610–618, 2013, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/57019.