A5083154752- Synthesis and Biological Evaluation
- Synthesis and pharmacology of benzodiazepine derivatives
- Synthesis of heterocyclic compounds
- Inorganic and Organometallic Chemistry
- Organic and Inorganic Chemical Reactions
- Chemical Reaction Mechanisms
- Chemical synthesis and alkaloids
- Chemical Synthesis and Reactions
- Organic Chemistry Cycloaddition Reactions
- Synthesis and Reactions of Organic Compounds
- Synthesis of Indole Derivatives
- Synthesis and biological activity
- Synthesis and Characterization of Heterocyclic Compounds
- Synthesis and Biological Activity
- Sulfur-Based Synthesis Techniques
- Structural and Chemical Analysis of Organic and Inorganic Compounds
- Coordination Chemistry and Organometallics
- Phenothiazines and Benzothiazines Synthesis and Activities
- Asymmetric Synthesis and Catalysis
- Multicomponent Synthesis of Heterocycles
- Synthesis and properties of polymers
- Chemical Synthesis and Analysis
- Catalysis and Hydrodesulfurization Studies
- Microwave-Assisted Synthesis and Applications
- Synthetic Organic Chemistry Methods
Assiut University
2007-2023
A series of six pharmaceutically promising 5,6-dihydro-11H-benzo[b][1]benzazepine derivatives (1c–h) were cleanly prepared by Friedel–Crafts cyclialkylations nitrogen-containing alkanols in the presence AlCl3, 85 % H2SO4 or polyphosphoric acid catalysts. The precursor (13a–f) readily reaction two synthesized carboxylic esters (12a, b) with different Grignard reagents. Also, dibenzo[b,f]azepinones (15a, cycliacylation and reduced to corresponding 5,6-dihydro-11H-benzo[b][1]benzazepines (1a,...
A new synthetic approach for the synthesis of novel 5H-dibenz[b,f]The key step this methodology is based on Friedel-Crafts ring closure nitrogen containing carboxylic acids and alkanols in presence AlCl 3 , P 2 O 5 or PPA catalysts overall high yields.The starting were prepared via an unequivocal pathway by basic hydrolysis trimethyloxindole followed N-arylation reactions.
This study provides expedient methods for the synthesis of some novel fused heteropolycycles.Thus, a variety di-, tri-and tetracyclic nitrogen and nitrogen-sulfur heteropolycycles 8, 9, 11-15 were smoothly synthesized by Friedel-Crafts intramolecular alkylations heteroarylalkanols 1-7 in presence both Brönsted (PPA PTSA) Lewis (AlCl 3 /CH NO 2 ) acid catalysts.The precursor alkanols readily prepared reaction corresponding carboxylic esters with methylmagnesium iodide.The structures compounds...
A series of keto-substituted pyrazolo[3,4-b]quinolines, pyrazolo[3,4-b][1,8]naphthyridines, benzo[e]pyrazolo[3,4-b]azepines, benzo[g]pyrazolo[3,4-b]azocines, pyrazolo[3,4-b]pyrido[3,2-g]azocines, and benzo[g]pyrazolo[3,4-b]azonines scaffolds were synthesized via a Friedel–Crafts cyclialkylation approach. The precursor acids obtained by utilizing the modified Ullman coupling reactions 5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid with different aryl amines followed ring closures in...
A series of indole-fused medium-sized N-heterocyclic systems 10a–h were prepared from laboratory-synthesized indole-based esters 9a–h via intramolecular Friedel–Crafts cyclizations induced by both trifluoromethanesulfonic acid and AlCl3/CH3NO2 catalysts under suitable conditions. The synthetic sequence to precursors that started simple N-methylindole-2-carboxylic involved conversion aminoindoles 2a, b, reaction with α,β-unsaturated chlorides yield acyclic amides 5a–d, ring closure tricyclic...
Expedient and novel alternative synthesis of some fused heteropolycycles containing pyrazole moiety is described. A series indeno[1,2- c ]pyrazoles, 2 H -benzo[ g ]indazoles benzo[6,7] cyclohepta[1,2- ]pyrazoles were prepared by Friedel-Crafts ring closure suitable synthesized carboxylic acids alkanols in the presence AlCl 3 /CH NO or P O 5 PPA (polyphosphoric acid) catalysts. The precursor obtained utilizing KMnO 4 oxidation corresponding aldehyde, alkylations diethyl malonates Perkin type...
A simple and convenient procedure for the synthesis of some novel alkyl‐substituted aryl‐substituted julolidines is reported. Julolidines were smoothly synthesized in excellent isolated yields via Friedel–Crafts intramolecular alkylations heteroarylalkanols presence both Brønsted (PPA) Lewis (AlCl 3 /CH NO 2 ) acid catalysts. The precursors alkanols, 1a , 1b 1c 1d 1e 1f 1g 1h 1i readily prepared by reaction selectively carboxylic esters ketones with different Grignard reagents also reduction...
Unprecedented construction of a novel series quinoline heteropolycycles (tetracyclic keto-analogues [1,8]naphthyridinones, azepino-, azocino- and azonino[2,3-b]quinolinones systems) 10a–i by Friedel–Crafts cycliacylation reactions is described. Starting heterocyclic acids precursors 3a–i were prepared from easily accessible 2-chloroquinoline-3-carbaldehyde 1 via three different synthetic pathways. Acid-catalyzed ring closures the resulting tosylated achieved under influence both Brønsted...
Our present study provides an expedient general approach for the synthesis of some novel bridged dibenzo-azocinone, -azoninone, -azecinone, -azocine, -azonine, and -azecine derivatives via Friedel–Crafts intramolecular ring-closure reactions. The methodology is realized by a four-step protocol involving first preparation 7-methyl-3,3-diphenylindoline through reduction 7-methyl-3,3-diphenylindolin-2-one followed N-alkylations with different haloesters (α-, β- or γ-). resulting indoline ester...
Facile procedures for the construction of fused indole-containing heteropolycycles 1a-f and 2a-c have been developed.The methodology involves Friedel-Crafts cyclialkylations heteoraryl alkanols in presence both Brönsted (PPA) Lewis (AlCl3/CH3NO2) acid catalysts.The starting 6a-f 12a-c were smoothly obtained by reactions corresponding carboxylic esters ketones with Grignard reagents.Overall, this approach allows easy efficient access to polycyclic indoles from easily synthesized precursors.
Facile procedures for the synthesis of mono-, di-and triphenylindanee derivatives from alcohols 1-4 are described thus treatment with 85% H 2 SO 4 , AlCl 3 /CH NO PO and/or PPA under varying conditions produced 1,1-dimethyl-3-phenylindanee 6 2-methyl-4,4-diphenyl-2-butanol 1, 3,3-dimethyl-1,1-diphenylindanee 9 2-methyl-4,4,4-triphenyl-2-butanol 2, 1methyl-1,3-diphenylindanee 12 2,4,4-triphenyl-2-butanol and 1,1,3-triphenylindanee 15 1,1,3,3-tetraphenyl-1-propanol 4. The starting final...
An efficient and concise procedure toward benzo-and pyridothieno [2,3-b] fused N-heterocycles from readily available substrates is described.The process involves Lewis Bronsted acids-mediated Friedel-Crafts cyclizations of the synthesized thiophene-based carboxylic acid precursors into new tricyclic thiophenes.The method efficiently achieves promising pharmaceutically polycyclic thiophenes in good yields.S Ph Me CO 2 Et NH a: n = 0, x y CH; b: 1, Ar c: N; d: e: f: N S -6 examples up to 85%...
Efficient and concise protocol for the synthesis of fused tetracyclic N,S-heterocycles in particular benzo-and pyrido-fused 1,4-thiazonines, 1,4-thiazecines 1,4-thiazacycloundecanes is described.The process involves Lewis or Brønsted acids-promoted Friedel-Crafts cyclizations heterocyclic esters.The required starting thiazepinones were obtained moderate yields via intramolecular thio-Michael additions mercaptoamides under mild conditions.The present study without stereochemical assignments...
An efficient access to benzo [b]thiophene-fused or -bridged medium-sized N-heterocycles e.g.azocinones, azoninones and azecinones, is described.The process involves cyclization of benzo[b]thiophene carboxylic ester precursors, mediated by Lewis Brønsted acids under suitable conditions.The ring closure precursors were assembled starting from 2-acetylbenzo[b]thiophene. The developed strategy allows control size offers easy fused polycycles promising biological importance in moderate good...
A novel one-pot synthesis of six di-, tri-, and tetra-substituted acenaphthenes 18a-f via direct and/or rearranged Friedel-Crafts cyclialkylations seven carbinols 1a-g is described. The methodology involves treatment alkanols in the presence both Brønsted (PPA, H2SO4) Lewis (AlCl3/CH3NO2) acid catalysts. method offers several advantages such as high yields, selectivities, easily accessible starting materials. plausible mechanism for this type cyclialkylation proposed.
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An efficient protocol for the construction of tetracyclic fused quinolines (pyrazole-fused azepino-, azocino-, and azonino[3,2-b]quinolinones) via consecutive Friedel–Crafts Beckmann reactions has been developed. The key steps in syntheses these new molecular scaffolds involve acid-mediated cyclization 2-(pyrazol-3-yl)quinoline based carboxylic acids 6a–c, 8, 12 to ketones 13a–e, followed by rearrangements corresponding oximes 14a–e provide tetracyclic-fused quinoline skeletons 15a–e....
Efficient access to the tetracyclic pyrazolo-fused carbo- and N-heterocyclic systems: naphtho[2′,1′:3,4]cyclohepta[2,1-c]pyrazolones, naphtho[2′,1′:5,4]azepino[6,7-c]pyrazolones, naphtho[2′,1′:5,4]azocino[6,7-c]pyrazolones naphtho[2′,1′:6,5]azonino[7,8-c]pyrazolones is described involving intramolecular Friedel–Crafts cycliacylations of synthesized pyrazole-based carboxylic acid or ester derivatives aided by treatment with Lewis Brønsted acids. The required starting carbaldehyde was obtained...