Synthesis of indole fused heterocyclic compounds

Kaptı, Tolga
Nitrogen containing heterocyclic compounds show wide range of biological activities so their syntheses have always been attractive area in organic chemistry. Indole derivatives, which are one of the important example of these biological active compound, are precursors to many pharmaceuticals. The aim of this research is to develop new synthetic methodologies leading to the synthesis of new derivatives of pyrimidoindole and quinoline, which have been found to show important biological activities. In this study, an indole derivative was used as a starting compound which was obtained using reaction of Fischer indole cyclization reaction. Reactive molecules such as acyl azide and isocyanate were used as key step reactants and also Curtius rearrangement reaction was used to converte acyl azide to isocyanate. Isocyanates were converted into the corresponding urethane or urea derivatives by treatment with different alcohols and amines, respectively. To reach target pyrimidoindole skeleton, these urea derivatives were used for the intramolecular cyclization. In the second part of this study, ozonolysis reaction were studied on the starting indole compound for obtaining quinoline skeleton


Synthesis of new pyrrole derivatives from npropargylic β-enaminones
Kanova, Nilay; Zora, Metin; Department of Chemistry (2020)
Heterocyclic compounds are a momentous area of synthetic organic chemistry because of their existence in bioactive molecules. Pyrroles, which are one of the most important classes of heterocyclic compounds, have great importance in pharmaceutical chemistry due to their biological activities. Having these characteristics makes them drawn attention of most chemists to develop new methodologies for the synthesis of pyrroles. Recently, the cyclization of Npropargylic β-enaminones has been used for the synthesis...
Development of new synthetic methodologies for indole derivatives
Kılıklı, Ahmet Alper; Balcı, Metin; Department of Chemistry (2010)
Synthesizing nitrogen containing heterocyclic compounds is one of the leading research areas throughout the organic chemistry due to their significant activities on biological systems. Among the various biologically active molecules, indole derivatives are of prime importance on the grounds of their proven clinical roles. Objective of this study is to synthesize new indole derivatives those may contribute treatment of several diseases like their analogues via a recently developed synthetic methodology. Besi...
Synthesis of pyrroloquinoxalino-fused benzoxazepines and ester-containing iodopyridines
Yazıcı, Nuray Esra; Zora, Metin; Department of Chemistry (2013)
Heterocyclic fused compounds have gained considerable attention for pharmaceutical applications since they show remarkable biological activities such as antitumor and/or anticancer activities. In particular, the synthesis of seven-membered ring embedded molecules is a challenging issue among organic chemists. Therefore, we have aimed to develop one-pot reaction for the synthesis of seven-membered-fused heterocyclic compounds. We have developed a new methodology for the synthesis of pyrrolo[2',1':3,4]quinoxa...
Development of new synthetic methodologies for isoquinolone and isoindolinone derivatives
Müjde, Berk; Balcı, Metin; Department of Chemistry (2010)
Due to the wide range of physiological activities, heterocycles containing nitrogen and oxygen have always attracted the interest of chemists. The objective of this research is to develop new synthetic routes to the synthesis of isoquinolone and isoindolinone derivatives starting from 2-(2-carboxyethyl)benzoic acid and homophthalic acid, respectively. The half ester produced from 2-(2-carboxyethyl)benzoic acid was an important key compound for the synthesis of new isoquinolone derivatives which are expected...
Synthesis of conducting polysiloxane-polypyrrole graft copolymers
Gunaydin, O; Toppare, Levent Kamil; Yagci, Y; Harabagiu, V; Pintela, M; Simionescu, BC (Springer Science and Business Media LLC, 2002-02-01)
Polysiloxane-polypyrrole graft copolymers have been synthesized by a series of chemical reactions and subsequent electropolymerization. First, the hydrosilation of 4-vinyl aniline by dimethyl-methylhydrosiloxane copolymer gave the corresponding aminophenyl functional polydimethylsiloxane (PDMS-NH2). The side chain pyrrole functionalized. polysiloxanes were then prepared by the reaction of PDMS-NH2 with glycidylpyrrole. Finally, the synthesis of graft copolymers of polysiloxane and pyrrole has been achieved ...
Citation Formats
T. Kaptı, “Synthesis of indole fused heterocyclic compounds,” M.S. - Master of Science, Middle East Technical University, 2013.