Synthesis of furopyrrolone and furopyridazinone derivatives: a new class of compounds

Karahan, Emrah
Furopyrrolone has a bicyclic structure consisting of furan and a pyrrolone ring. It is isoelectronic with isoindolinone which is also a heterocyclic organic compound. It has a bicyclic structure, consisting of a benzene ring fused to a five-membered nitrogen containing pyrrolone ring. Pyrrolones, pyrrolidines, pyrrolidinones, pyridazines and pyridazinones are precursors to many pharmaceuticals. In this project we developed new synthetic procedures leading to the synthesis of furopyrrolone derivatives. To do this, the starting compound, methyl 2-(2-methoxy-2-oxoethyl)-3-furoate, was converted to isocyanate, regioselectively. This isocyanate was converted into the corresponding urethane and/or urea derivatives by treatment with alcohol and amine, respectively. It is known that acyl chlorides are more reactive than esters and carboxylic acids. Therefore, ester was converted to more reactive compound acyl azide that was used for intramolecular cyclization to get desired furopyrrolone skeletons. In the second part, methyl 2-formylfuran-3-carboxylate was treated with hydrazine and hydrazine salts. Then, intramolecular molecular cyclization caused the formation of desired heterocycles via acyl chloride intermediate.


Construction of substitution boxes depending on linear block codes
Yıldız, Senay; Yücel, Melek D; Department of Cryptography (2004)
The construction of a substitution box (S-box) with high nonlinearity and high resiliency is an important research area in cryptography. In this thesis, t-resilient nxm S-box construction methods depending on linear block codes presented in "A Construction of Resilient Functions with High Nonlinearity" by T. Johansson and E. Pasalic in 2000, and two years later in "Linear Codes in Generalized Construction of Resilient Functions with Very High Nonlinearity" by E. Pasalic and S. Maitra are compared and the fo...
Synthesis of branched carbasugars via photooxygenation and manganese(III) acetate free radical cyclization
Altun, Yasemin; Dogan, Sengul Dilem; Balcı, Metin (Elsevier BV, 2014-08-19)
Transformation of cyclohexa-1,3- and 1,4-dienes to carbasugars is described. Photooxygenation of dienes gave bicyclic endoperoxides, which were reduced with thiourea to the corresponding 1,4-dials with cis-configuration. Lactonization of the remaining double bond by oxidative addition of acetic acid to the double bond in the presence of Mn(OAc)(3) followed by lactone ring-opening reaction gave the target branched carbasugars.
Molecular Mechanics and Molecular Dynamics Simulations of Carbon Based Nanogears
Tasci, Emre; Erkoç, Şakir (American Scientific Publishers, 2009-04-01)
A system containing two nanogears and two nanotubes acting as shafts is designed. Then, it is checked to see whether it is a stable one by means of the molecular mechanics simulation. After it was ensured that the system was suitable for consideration, molecular dynamics were applied but from the results it was observed that the selected potential was not appropriate by itself alone and reconsideration showed that improvements were to be made. This resulted in introduction of an additional potential and the...
Synthesis of a novel fluorescent and ion sensitive monomer bearing quinoxaline moieties and its electropolymerization
Carbas, Buket Bezgin; KIVRAK, Arif; Zora, Metin; Önal, Ahmet Muhtar (Elsevier BV, 2011-05-01)
A novel terthienyl based fluorescent polymer bearing pendant quinoxaline moieties directly attached to the 3-positions of the central thiophene ring was synthesized by electrochemical polymerization of 4-((2,5-dithiophen-2-yl)thiophen-3-yl)pyrrolo[1,2-a]quinoxaline (TT-Q). The corresponding polymer was characterized by cyclic voltammetry, FT-IR and UV-vis spectroscopy. The polymer exhibits a reversible redox behavior (Ep(1/2) = 1.05 V) accompanied with a reversible electrochromic behavior; yellowish orange ...
Bergman projections on Besov spaces on balls
Kaptanoglu, HT (Duke University Press, 2005-06-01)
Extended Bergman projections from Lebesgue classes onto all Besov spaces on the unit ball are defined and characterized. Right inverses and adjoints of the projections share the property that they are imbeddings of Besov spaces into Lebesgue classes via certain combinations of radial derivatives. Applications to the Gleason problem at arbitrary points in the ball, duality, and complex interpolation in Besov spaces are obtained. The results apply, in particular, to the Hardy space H-2, the Arveson space, the...
Citation Formats
E. Karahan, “Synthesis of furopyrrolone and furopyridazinone derivatives: a new class of compounds,” M.S. - Master of Science, Middle East Technical University, 2011.