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Synthesis of tetrahydroquinolines and quinoline derivatives through the Lewis acid catalysed Povarov reaction: A comparative study between multi step and multi-component methods

Hellel Djamila, Chafaa Fouad, Nacereddine Abdelmalek Khorief

Scientiae Radices

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2023

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Vol. 2, Iss. 3

295--308

EN

In this work, we have synthesised a new disubstituted tetrahydroquinolines by the Povarov [4+2] cycloaddition reaction between imines derivatives and an electron-rich olefin such as vinyl ethers. These reactions were carried out in the presence of different acid catalysts in its two versions, multi-step reaction starting with imine synthesis and multi-component reaction in which the imine is formed in situ. The reactivity of the cycloaddition reaction is directly attributed to the nature of the reagents, the used synthetic strategy, in which the obtained yield is found in the case of multi-step reactions lower than that in the multi-component reaction one. Additionally, the multi-step reactions are faster kinetically in comparison with that of the multi-component one. The nature of the catalyst directly increases the rate and enhances the yield of the reactions.

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Ogniwa hybrydowe - iminy tiofenowe jako HTM

Kotowicz Sonia, Pająk Agnieszka Katarzyna, Korzec Mateusz, Schab-Balcerzak Ewa

Przegląd Elektrotechniczny

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2022

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R. 98, nr 2

76--78

PL

W pracy przedstawiono wybrane właściwości fizykochemiczne imin tiofenowych z wolną grupą –NH2. Celem było określenie wpływu rodzaju podstawnika przy wiązaniu iminowym na właściwości termiczne, elektrochemiczne oraz optyczne. Przetestowano syntezowane związki jako materiały transportujące ładunki dodatnie w ogniwach perowskitowych o strukturze FTO/b-TiO2/m-TiO2/perowskit/imina/Au. Stwierdzono korzystny wpływ obecności pochodnej morfoliny oraz metylobenzenu w strukturze imin na wydajność ogniw.

EN

This article presents selected physicochemical properties of the thiophene imines with a free –NH2 group. The study was focused on investigations of impact of substituent in imine bond structure on thermal, electrochemical and optical properties. The synthesized compounds tested as hole transporting materials in perovskite cells with the structure FTO/b-TiO2/m-TiO /perovskite /imine/Au. The advantageous effect of the presence of morpholine derivative and methylbenzene unit in imines on cells efficiency was found.

3

Zasady Schiffa : wybrane syntezy, reakcje i aktywność biologiczna

Nowicka A., Liszkiewicz H., Nawrocka W. P.

Wiadomości Chemiczne

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2014

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[Z] 68, 3-4

187--209

EN

Schiff bases are compounds with a functional group that contains a carbon- -nitrogen double bond with the nitrogen atom connected to an aryl or alkyl group. Schiff bases are condensation products of primary amines with carbonyl compound. Several studies showed that the presence of a lone pair of electrons on the nitrogen atom of the azomethine determine biological and chemical properties of imines. Schiff bases are generally excellent chelating agents, because of the special properties of C=N bond. Their metal complexes have been widely studied because they possess anticancer in vitro and herbicidal applications. Imines also have biological importance. Schiff bases are common enzymatic intermediates where an amine reacts with an aldehyde or ketone of a cofactor or a substrate. Imines have been reported for their biological properties such as antibacterial (E. coli, S. aureus), antifungal (C. albicans) activities. A large number of different Schiff bases are active against a wide range of protozoan (T. gypseum, P. viticola).

4

Synteza nitronów

Socha J., Jabłońska M., Głąb K., Mikulska M., Jasiński R., Barański A.

Czasopismo Techniczne. Chemia

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2012

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R. 109, z. 2-Ch

183--207

PL

W artykule przeprowadzono krytyczną analizę danych literaturowych dotyczących syntezy nitronów.

EN

The paper is a critical review of available literature data that are connected with synthesis of nitrones.