Ahmed K. El-Ziaty

Utility of cyano- N -(2-oxo-1,2-dihydroindol-3-ylidene)acetohydrazide in the synthesis of novel heterocycles

Cyano-N-(2-oxo-1,2-dihydroindol-3-ylidene)acetohydrazide was prepared by condensation of isatin with cyanoaceto-hydrazide in refluxing 1,4-dioxane. Subsequent reaction with a variety of electrophilic and nucleophilic reagents afforded novel heterocyclic compounds and spirooxoindoles. The IR, 1H NMR and mass spectra of all the synthesised compounds are discussed.

Antibacterial Activities of New (E) 2-Cyano-3-(3',4'-dimethoxyphenyl)-2-propenoylamide Derivatives

Abstract (E) 2‐Cyano‐3‐(3′,4′‐dimethoxyphenyl)‐2‐propenoyl chloride (2) underwent mono‐ and binucleophilic displacement with hydrazines, amines, ureas, and aromatic bifunction amines to give new 2‐propenoyl hydrazines (4 and 5), 2‐propenoylamide (6, 7, 12, 13, 15, 17, 19, 21), and 2‐thiol propenoate (22–24). Some of these products were cyclized to give novel heterocyclic derivatives (8, 10, 14, 16, and 20).

Uses of piperonal in the synthesis of novel prop-2-enoyl amides, esters, heterocyclic systems and study of their antibacterial activities

Novel (E)-3-(benzo[d][1,3]dioxol-5-yl)-2-cyanoacryloyl chloride 4 was condensed with several mono-; 1,2-; 1,3- and 1,4-bi-nucleophilic reagents containing nitrogen and oxygen to give new 2-propenoylamide and ester derivatives. Some of these amides cyclised under the reaction conditions and/or with POCl3 to give new derivatives of heterocyclic systems. Antibacterial activities were tested for nine of these products.

Synthesis and biological screening of some chromonyl-substituted heterocycles derived from 2(3H)-furanone derivative

ABSTRACT A 2(3H)-furanone bearing chromonyl moiety at position-3 was synthesized and utilized for the construction of N-heterocycles such as pyrrolone, N-aminoquinolone, and pyridazinone derivatives. The reactivity of the chromonylfuranone toward some nitrogen nucleophiles such as ammonia, benzylamine, hydrazine, and phenylhydrazine was studied. On the other hand, thiation of the starting chromonylfuranone interestingly provides mono- and di-thiated products. The chemoselectivity of these reactions is discussed. The structures of all products obtained were elucidated from their analytical and spectral data. The antimicrobial activities of selected examples of the synthesized compounds were examined against two strains of bacteria and two fungus strains. Some of them showed promising antimicrobial activities. GRAPHICAL ABSTRACT

Synthesis and antitumor activity evaluation of some N-heterocycles derived from pyrazolyl-substituted 2(3H)-furanone

ABSTRACT Pyrazolyl-substituted 2(3H)-furanone was allowed to react with different nitrogen nucleophiles such as hydrazine hydrate, ethylenediamine, ethanolamine, and anthranilic acid to give pyrrolone and benzoxazinone derivatives. The acid hydrazide 3 was reacted with some carbonyl compounds such as 4-chlorobenzaldehyde, chloroacetyl chloride, and acetic anhydride to give thiazolidinone, oxadiazole, and pyridazinone derivatives. Selected examples of the synthesized compounds were evaluated as anticancer agents against three types of carcinoma cell lines (HePG 2, HCT116, and PC3), using Doxorubicin as a reference drug. The result revealed that some of the new compounds showed high activities. Compound 6a was more potent than the standard drug. A docking study using MOE 2008.10 program was performed. GRAPHICAL ABSTRACT

Ring transformation and antimicrobial activity of indolyl-substituted 2(3H)-furanones

Abstract A variety of heterocycles of synthetic and biological importance were prepared from 3-(indol-3-yl-methylene)-5-phenyl-2(3H)-furanone (1) and its hydrazide 2. Compounds 1 and 2 were used for the construction of pyridazin-3(4H)-ones 4 and 6; 1,3,4-oxadiazoles 7, 8, and 10; and 1,2,4-triazoles 12, 14, and 15, all bearing a 3-indolyl moiety. The antimicrobial activities of the synthesized compounds were examined against six types of bacteria and two types of fungi.

Synthesis and Reactions of Novel 2,5-Disubstituted 1,3,4-Thiadiazoles

Abstract The desired 1,3,4-thiadiazole compounds bearing different substituents were obtained by the cyclization of the corresponding thiosemicarbazide followed by the reaction with electrophilic reagents, such as aromatic aldehydes, isatin, phenyl isothiocyanate, and carbon disulfide. The newly synthesized 2,5-disubstituted 1,3,4-thiadiazoles were obtained in good yields and their structures were elucidated by spectral data and elemental analysis. [Supplementary materials are available for this article. Go to the publishers online edition of Synthetic Communications® for the following free supplemental resource(s): Full experimental and spectral details.] GRAPHICAL ABSTRACT

Synthesis and Spectral Characterization of Novel Thiazolopyridine and Pyrimidine Derivatives

Abstract Novel thiazolo [3,2-a]pyridine and thiazolo[3,2-a]pyrimidine derivatives, pyrazolo[3,4-b]pyrano[2,3-d]thiazole, and coumarin derivatives were synthesized from readily obtainable starting materials such as (Z)-2-ethoxycarbonyl methyl-5-(4-chlorobenzylidene)-2-thiazolidin-4(H)one 3 and (Z)-4-(4-hydroxybenzylidene)-2-imino-2-thiazolidin-4(H)one 11. GRAPHICAL ABSTRACT

Reaction of (E)-3-(Benzo[d][1,3]dioxol-5-yl)-2- Cyanoacryloyl Chloride with Nucleophilic Reagents Containing Nitrogen and Sulfur

(E)-3-(Benzo[d][1,3]dioxol-5-yl)-2-cyanoacryloyl chloride was reacted with nucleophilic reagents containing nitrogen and sulfur to give new acryloyl amides, imides, thioesters, and heterocyclic systems. Some of these products showed moderate activities against antibacterial and antifungal agents. Supplemental materials are available for this article. Go to the publishers online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.

A Synthetic Approach to Pyrazolopyranopyrimidinones and Pyrazolopyranooxazinones as Antimicrobial Agents

The hitherto unknown 6-amino-4-(2-chloro-5-nitrophenyl)-3-methyl-1,4-dihydropyrano[2,3-c] pyrazole-5-carbonitrile 1a was synthesized. Both 1a and its 2,4 dichlorophenyl derivative 1b were utilized as building blocks for the preparation of novel class of pyrazolopyrano-[oxazines 2a–d and pyrimidinones 3a–d]. Synthesis of these compounds was achieved by two alternative acylation steps followed by ammonolysis. The structures of the synthesized compounds were elucidated by spectral data and elemental analysis. Screening and evaluation of these products as antimicrobial agents showed that the derivatives 1b, 2s, 3b, and 3d possess a potent activity.