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Chemistry

TÜBİTAK

Journal

2012

3

Articles 1 - 5 of 5

Full-Text Articles in Physical Sciences and Mathematics

Four-Component Synthesis Of 1,3,4-Oxadiazole Derivatives From N-Isocyaniminotriphenylphosphorane, Aromatic Carboxylic Acids, Aromatic Bis-Aldehydes, And Secondary Amines, Ali Ramazani, Zahra Karimi, Ali Souldozi, Yavar Ahmadi Jan 2012

Four-Component Synthesis Of 1,3,4-Oxadiazole Derivatives From N-Isocyaniminotriphenylphosphorane, Aromatic Carboxylic Acids, Aromatic Bis-Aldehydes, And Secondary Amines, Ali Ramazani, Zahra Karimi, Ali Souldozi, Yavar Ahmadi

Turkish Journal of Chemistry

The 1:1 iminium intermediate generated by the addition of a secondary amine to aromatic bis-aldehydes (isophthalaldehyde and terphthalaldehyde) is trapped by the N-isocyaniminotriphenylphosphorane in the presence of a aromatic carboxylic acid derivative, which leads to the formation of corresponding iminophosphorane intermediate. Then disubstituted 1,3,4-oxadiazole derivatives are formed via intramolecular aza-Wittig reaction of the iminophosphorane intermediates. The reactions were completed in neutral conditions at room temperature and the corresponding disubstituted 1,3,4-oxadiazole derivatives were produced in excellent yields.


One-Pot Synthesis Of Fully Substituted 1,3,4-Oxadiazole Derivatives From Aromatic Carboxylic Acids, Cyclobutanone And N-Isocyaniminotriphenylphosphorane, Mohsen Valizadeh Holagh, Abel Mohammadali Oglu Maharramv, Mirza Aliakbar Oglu Allahverdiyev, Ali Ramazani, Yavar Ahmadi, Ali Souldozi Jan 2012

One-Pot Synthesis Of Fully Substituted 1,3,4-Oxadiazole Derivatives From Aromatic Carboxylic Acids, Cyclobutanone And N-Isocyaniminotriphenylphosphorane, Mohsen Valizadeh Holagh, Abel Mohammadali Oglu Maharramv, Mirza Aliakbar Oglu Allahverdiyev, Ali Ramazani, Yavar Ahmadi, Ali Souldozi

Turkish Journal of Chemistry

Reactions of N-isocyaniminotriphenylphosphorane with cyclobutanone in the presence of aromatic (or heteroaromatic) carboxylic acids proceeded smoothly at room temperature and in neutral conditions to afford sterically congested 1-(5-aryl-1,3,4-oxadiazol-2-yl)- 1-cyclobutanol derivatives in high yields. The reaction proceeded smoothly and cleanly under mild conditions and no side reactions were observed. The structures of the products were deduced from their IR, ^1HNMR, and ^{13}CNMR spectra, and mass spectrometry.


Preparation And Antimicrobial Activity Evaluation Of Some Quinoline Derivatives Containing An Azole Nucleus, Muhammet Özyanik, Serpi̇l Demi̇rci̇, Hakan Bektaş, Nesli̇han Demi̇rbaş, Ahmet Demi̇rbaş, Şengül Alpay Karaoğlu Jan 2012

Preparation And Antimicrobial Activity Evaluation Of Some Quinoline Derivatives Containing An Azole Nucleus, Muhammet Özyanik, Serpi̇l Demi̇rci̇, Hakan Bektaş, Nesli̇han Demi̇rbaş, Ahmet Demi̇rbaş, Şengül Alpay Karaoğlu

Turkish Journal of Chemistry

Quinoline-2-carbohydrazide (2) obtained from quinaldic acid (1) was converted to the corresponding carbothioamide 3 and carboxamide 6 by treatment with benzyliso(thio)cyanate. The basic treatment of 3 and 6 yielded the corresponding 1,2,4-triazole derivatives 4 and 7. The synthesis of 5-(quinolin-2-yl)-1,3,4- oxadiazol-2-thiol (9) was performed from the reaction of 1 with CS_2 in basic media. The Mannich reaction of compounds 4, 7, and 9 resulted in the formation of aminoalkylated derivatives 5a-c, 8, and 10a,b. The condensation of 1 with thiosemicarbazide, carbohydrazide, or thiocarbohydrazide gave the corresponding 1,2,4-triazole derivatives (11-13). The treatment of 4-amino-5-(quinolin-2-yl)- 4H-1,2,4-triazole-3-thiol (13) with 4-chlorophenacyl bromide caused the …


Synthesis Of Linezolid-Like Molecules And Evaluation Of Their Antimicrobial Activities, Serap Başoğlu, Meltem Yolal, Ahmet Demi̇rbaş, Hakan Bektaş, Rza Abbasoğlu, Nesli̇han Demi̇rbaş Jan 2012

Synthesis Of Linezolid-Like Molecules And Evaluation Of Their Antimicrobial Activities, Serap Başoğlu, Meltem Yolal, Ahmet Demi̇rbaş, Hakan Bektaş, Rza Abbasoğlu, Nesli̇han Demi̇rbaş

Turkish Journal of Chemistry

3-Fluoro-4-(morpholin-4-yl)aniline (2), prepared from 3,4-difluoronitrobenzene, was converted to the corresponding Schiff base (3) by treatment with indol-3-carbaldehyde. The treatment of thiourea 4 and carbothioamide derivatives 9 with ethyl bromoacetate or 4-substituted phenacyl bromides generated the corresponding thiazolidinone (5 and 13) and thiazoline (6 and 12) derivatives, respectively. The acidic or basic treatment of carbothioamide 9 produced 1,3,4-thiadiazole (11) or 1,2,4-triazole (10) compounds, respectively. The structural assignments of the new compounds were based on elemental analysis and spectral (IR, ^1H-NMR, ^{13}C-NMR, and LC-MS) data. The antimicrobial activity study revealed that all compounds showed good antitubercular activities.


A One-Pot Efficient Four-Component Reaction For The Synthesis Of 2-(Arylamino)-2-(5-Aryl-1-Ethenyl-1,3,4-Oxadiazol-2-Yl)Propyl Benzoate (Or 4-Bromobenzoate) Derivatives, Mohsen Valizadeh Holagh, Abel Mohammadali Oglu Maharramov, Mirza Aliakbar Oglu Allahverdiyev, Ali Ramazani, Yavar Ahmadi, Fatemeh Zeinali Nasrabadi, Ali Souldozi Jan 2012

A One-Pot Efficient Four-Component Reaction For The Synthesis Of 2-(Arylamino)-2-(5-Aryl-1-Ethenyl-1,3,4-Oxadiazol-2-Yl)Propyl Benzoate (Or 4-Bromobenzoate) Derivatives, Mohsen Valizadeh Holagh, Abel Mohammadali Oglu Maharramov, Mirza Aliakbar Oglu Allahverdiyev, Ali Ramazani, Yavar Ahmadi, Fatemeh Zeinali Nasrabadi, Ali Souldozi

Turkish Journal of Chemistry

Reactions of N-isocyaniminotriphenylphosphorane with 2-oxopropyl benzoate (or 2-oxopropyl 4-bromobenzoate) in the presence of 3-phenyl-2-propynoic acid and primary amines proceeded smoothly at room temperature and in neutral conditions to afford sterically congested 1,3,4-oxadiazole derivatives in high yields. The reaction proceeded smoothly and cleanly under mild conditions and no side reactions were observed.