In the present work, an easy and conventional method has been adopted for the synthesis of novel quinoline alcohols in good yields. The structure of synthesized compounds was analysed by FTIR, 1 H, 13C NMR. The prepared compounds were evaluated for antibacterial activity against one Gram-positive bacteria, and two Gram-negative bacteria. The result showed moderate antimicrobial activities. Also, antioxidant capacities of the synthesized compounds were determined by using DPPH method. Using DFT-based structure optimization, the HOMO-LUMO energy gaps of compounds (5a-c) were calculated theoretically at B3LYP in conjunction with the base 6-311G (d, p). Moreover, molecular docking studies were executed for the newly synthesized compounds to propose their mechanism of action against the coronavirus-2 (SARS-CoV-2) Protease Inhibitor. Of all compounds, quinoline derivatives shows the strongest affinity to ligand-receptor (PDB ID: 6LU7). In silico ADME study was also performed to predict the pharmacokinetic profile which expressed good oral drug-like behavior

ChemInformVolume 46, Issue 20 Heterocyclic Compounds ChemInform Abstract: Synthesis of Some New Pyrano[2,3-b]quinolines from 2-Chloro-3-formylquinolones and Meldrum′s Acid. Fatiha Guenfoud, Fatiha Guenfoud Fac. Technol., Univ. Batna, 05000 Batna, AlgeriaSearch for more papers by this authorRaouf Boulcina, Raouf Boulcina Fac. Technol., Univ. Batna, 05000 Batna, AlgeriaSearch for more papers by this authorMohammed Laabassi, Mohammed Laabassi Fac. Technol., Univ. Batna, 05000 Batna, AlgeriaSearch for more papers by this authorPaul Mosset, Paul Mosset Fac. Technol., Univ. Batna, 05000 Batna, AlgeriaSearch for more papers by this author Fatiha Guenfoud, Fatiha Guenfoud Fac. Technol., Univ. Batna, 05000 Batna, AlgeriaSearch for more papers by this authorRaouf Boulcina, Raouf Boulcina Fac. Technol., Univ. Batna, 05000 Batna, AlgeriaSearch for more papers by this authorMohammed Laabassi, Mohammed Laabassi Fac. Technol., Univ. Batna, 05000 Batna, AlgeriaSearch for more papers by this authorPaul Mosset, Paul Mosset Fac. Technol., Univ. Batna, 05000 Batna, AlgeriaSearch for more papers by this author First published: 27 April 2015 https://doi.org/10.1002/chin.201520188Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onEmailFacebookTwitterLinkedInRedditWechat No abstract is available for this article. References Fatiha Guenfoud, Raouf Boulcina, Mohammed Laabassi, Paul Mosset, Synthesis of Some New Pyrano[2,3-b]quinolines from 2-Chloro-3-formylquinolones and Meldrum's Acid., Lett. Org. Chem., 2014, 11, 736–742. DOI: 10.2174/1570178611666140829214223; 10.2174/1570178611666140829214223 CASWeb of Science®Google Scholar Volume46, Issue20May, 2015 ReferencesRelatedInformation

A new series of functionalized pyrano[2,3-b]quinolines have been prepared in three steps from first condensation of 3-formyl-2-quinolones with Meldrum's acid, then the corresponding olefins have been alkylated using methyl magnesium iodide, and finally the target compounds have been obtained in good yields after hydrolysis.

Quinoline derivatives represent the major class of heterocycles, and a number of preparations have been known since the late 1800s. The quinoline ring system occurs in various natural products, especially in alkaloids. The quinoline skeleton is often used for the design of many synthetic compounds with diverse pharmacological properties. A new quinoline derivative was crystallized from the reaction between acrylonitrile and 2-chloro-3-formyl quinoline derivatives which had themselves been prepared from the Meth Cohn method. The reaction catalyzed by DABCO, gives rise to five new 2-[2-Chloro-quinolin-3-yl)-hydroxy-methyl]-acrylonitrile derivatives. The crystal structure of the 7-Methyoxy-substituted one crystallizes in monoclinic space group C2/c, a = 17.1090 (7) Å, b = 8.3119 (5) Å, c = 19.7949 (6) Å, β = 101.922 (2)°, and its cohesion was assured by O–H···N, O–H···O and C–H···O hydrogen bonds.

The study of stereochemical control in macrocycles (20) was carried out using molecular mechanics and molecular dynamics. The results show a high conformational mobility of no complexed macrocycles. In the presence of tricarbonyliron, the number of the privileged conformations was reduced. For macrolactones type B, a high diastereoselectivity was obtained. This is the result of the combination of stereochemical remote control with Fe(CO)(3) and local control exerted by the methyl group.

The regioselectivity of the fluorination of various allylic and β-dienoic alcohols with DAST has been studied. Substituent effects are important in these reactions; a strong preference for the secondary fluorides versus the primary ones is observed, especially in the case of alkyl and aryl substituted derivatives.

Catalytic hydrogenation of a triple bond in β-position to the diene tricarbonyliron moiety, using palladium on carbon as catalyst, surprisingly stopped at the olefinic stage and the corresponding olefins were obtained. This protective effect seemed independent of many factors: the stereochemistry (E,E or E,Z) of the organometallic unit, the configuration and the nature of the vicinal functionality as well as of the substitution of the triple bond, particularly its electrophilicity.

The first synthesis of the fluorinated analogs of the biologically very active fatty acid metabolites (4-hydroxynonenal and coriolic acid) is reported. The key step is the regioselective fluorination of allylic acetal 3. © 1997 Published by Elsevier Science Ltd.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

The reaction of the trimethylsilylacetylene derived organoceric reagent with the pentadienyl complexed cations 3 and 10a yields mixture of sigma-pi allyl derivatives and E,Z butadiene-tricarbonyl complexes 4 and 11a. The desilylation of these complexes gives, by an original pathway, new allenes vicinal to the butadiene-Fe(CO)3 moiety 7 and 14a. The decomplexation of these derivatives leads to the corresponding tetraenes 9 and 15a.

This paper describes a new synthesis of three isomers (E, E, E; E, Z, E and Z, E, E) of trienic epoxyalcohols which are key intermediates for the preparation of the AK and AF host specific toxins. A new approach, using optically active butadiene-tricarbonyl-iron complexes has been developed : it allows a simultaneous control of the polyene geometry and the absolute configuration of the lateral chains stereogenic centers. These syntheses prove that the Sharpless epoxidation method is compatible with these organometallic complexes and can be highly stereoselective. New E, Z butadiene-tricarbonyl-iron complexes had to be prepared for these syntheses. Furthermore, the syntheses of trienes 31 and 45 demonstrate that such derivatives can be used for multistep syntheses without isomerization of the Z double bonds and without isomerization of the Fe(CO)3 moiety.

AbstractThe hydroxyheptadienoate (I) is acylated with the malonic acid ester chloride (II) to give the unsaturated triester (III) which undergoes intramolecular addition reaction in the presence of a base, forming a mixture of the tetrahydrofuranones (IV) and (V) with predominance of the latter.

The epoxytriene 2a, which is a key intermediate in the synthesis of the host-specific AF Toxin IIc, is efficiently prepared from the chiral butadiene-tricarbonyliron complex 1.

The first asymmetric synthesis of (−) verbenalol and (−) epiverbenalol, starting from the organometallic complex (−) 1, is described.