New Potential Biologically Active Compounds: Design and an Efficient Synthesis of N-Substituted 4-Aryl-4,6,7,8-tetrahydroquinoline-2,5(1H,3H)-diones under Microwave Irradiation.

ChemInform ◽  
2006 ◽  
Vol 37 (34) ◽  
Author(s):  
Shujiang Tu ◽  
Xiaotong Zhu ◽  
Jinpeng Zhang ◽  
Jianing Xu ◽  
Yan Zhang ◽  
...  
Keyword(s):  
Microwave Irradiation ◽  
Biologically Active Compounds ◽  
Biologically Active ◽  
Efficient Synthesis ◽  
Active Compounds

New Potential Biologically Active Compounds: Synthesis and Characterization of Urea and Thiourea Derivativpes Bearing 1,2,4-oxadiazole Ring

2020 ◽  
Vol 17 (7) ◽  
pp. 525-534 ◽  
Author(s):  
Nevin Arıkan Ölmez ◽  
Faryal Waseer
Keyword(s):  
Microwave Irradiation ◽  
Room Temperature ◽  
Antimicrobial Activities ◽  
Phenyl Isocyanate ◽  
Single Step ◽  
Biologically Active Compounds ◽  
Biologically Active ◽  
Active Compounds ◽  
Thiourea Derivatives ◽  
Acyl Chlorides

Background: Urea, thiourea, and 1,2,4-oxadiazole compounds are of great interest due to their different activities such as anti-inflammatory, antiviral, analgesic, fungicidal, herbicidal, diuretic, antihelminthic and antitumor along with antimicrobial activities. Objective: In this work, we provide a new series of potential biologically active compounds containing both 1,2,4-oxadiazole and urea/thiouprea moiety. Materials and Methods: Firstly, 5-chloromethyl-3-aryl-1,2,4-oxadiazoles (3a-j) were synthesized from the reaction of different substituted amidoximes (2a-j) and chloroacetyl chloride in the presence of pyridine by conventional and microwave-assisted methods. In the conventional method, 1,2,4-oxadiazoles were obtained in two steps. O-acylamidoximes obtained in the first step at room temperature were heated in toluene for an average of one hour to obtain 1,2,4-oxadiazoles. The yields varied from 70 to 96 %. 1,2,4-oxadiazoles were obtained under microwave irradiation in a single step in a 90-98 % yield at 160 °C in five minutes. 5-aminomethyl-3-aryl-1,2,4- oxadiazoles (5a-j) were obtained by Gabriel amine synthesis in two steps from corresponding 5-chloromethyl-3- aryl-1,2,4-oxadiazoles. Finally, twenty new urea (6a-j) and thiourea (7a-j) compounds bearing oxadiazole ring were synthesized by reacting 5-aminomethyl-3-aryl-1,2,4-oxadiazoles with phenyl isocyanate and isothiocyanate in tetrahydrofuran (THF) at room temperature with average yields (40-70%). Results and Discussions: An efficient and rapid method for the synthesis of 1,2,4-oxadiazoles from the reaction of amidoximes and acyl halides without using any coupling reagent under microwave irradiation has been developed, and twenty new urea/thiourea compounds bearing 1,2,4-oxadiazole ring have been synthesized and characterized. Conclusion: We have synthesized a new series of urea/thiourea derivatives bearing 1,2,4-oxadiazole ring. Also facile synthesis of 3,5-disubstituted 1,2,4-oxadiazoles from amidoximes and acyl chlorides under microwave irradiation was reported. The compounds were characterized using FTIR, 1H NMR, 13C NMR, and elemental analysis techniques.

scholarly journals Cover Picture: Biologically Active Compounds through Catalysis: Efficient Synthesis ofN-(Heteroarylcarbonyl)-N′-(arylalkyl)piperazines (Chem. Eur. J. 3/2004)

2004 ◽  
Vol 10 (3) ◽  
pp. 563-563
Author(s):  
Kamal Kumar ◽  
Dirk Michalik ◽  
Ivette Garcia Castro ◽  
Annegret Tillack ◽  
Alexander Zapf ◽  
...  
Keyword(s):  
Biologically Active Compounds ◽  
Biologically Active ◽  
Efficient Synthesis ◽  
Active Compounds

Biologically Active Compounds through Catalysis: Efficient Synthesis ofN-(Heteroarylcarbonyl)-N′-(arylalkyl)piperazines

2004 ◽  
Vol 10 (3) ◽  
pp. 746-757 ◽  
Author(s):  
Kamal Kumar ◽  
Dirk Michalik ◽  
Ivette Garcia Castro ◽  
Annegret Tillack ◽  
Alexander Zapf ◽  
...  
Keyword(s):  
Biologically Active Compounds ◽  
Biologically Active ◽  
Efficient Synthesis ◽  
Active Compounds

scholarly journals Microwave-assisted Eco-Friendly Synthesis and Antimicrobial Evaluation of Aryl-Triazole-1,3,4-Thiadiazols

2017 ◽  
Vol 1 (3) ◽  
pp. 17-22 ◽  
Author(s):  
Shalini Jaiswal ◽  
Smriti Dwivedi
Keyword(s):  
Microwave Irradiation ◽  
Organic Synthesis ◽  
Research Programme ◽  
Biologically Active Compounds ◽  
Solvent Free ◽  
Biologically Active ◽  
Aromatic Acid ◽  
One Pot ◽  
Active Compounds ◽  
Solvent Free Condition

Due to the growing awareness about environmental pollution and environmental legislation, recent years have witnessed a phenomenal increase in the application of microwave irradiation (MW) in organic synthesis. Heterocyclic compounds are abundant in nature and are of great significance to life because their structural subunits exist in many natural products such as vitamins, hormones, and antibiotics; hence, they have attracted considerable attention in the design of biologically active molecules and advanced organic chemistry. The application of molecular diversity technique to drug discovery is a multidisciplinary effort in organic synthesis. Medicinal chemistry concerns with the discovery, development, interpretation and the identification of mechanism of action of biologically active compounds at the molecular level. Encouraged by above reports and as part of our research programme for development of eco-friendly synthetic protocol for biologically active compounds as well as in pursuing of our work on new solvent-free cyclisation here we report the synthesis of aryl-triazalo -1, 3, 4-thidiazoles. The one-pot reaction of mercapto-s-triazole with aromatic acid using AlCl3 as a catalyst under microwave irradiation (2-3 min) and in solvent-free condition gave aryl-triazalo -1, 3, 4-thidiazoles with improved yield is described here. Keywords: Aryl-triazalo-1, 3, 4-thiadiazoles, Aromatic acid, AlCl3, cyclisation, S. aureus, E. coli, B. subtilis.

Microwave-accelerated and efficient synthesis of structurally diverse N-(2,2-diphenylvinyl)-β-oxoamides

2021 ◽  
Author(s):  
Xingpeng Chen ◽  
Yelong Lei ◽  
Duo Fu ◽  
Jiaxi Xu
Keyword(s):  
Ring Opening ◽  
Biologically Active Compounds ◽  
Biologically Active ◽  
Efficient Synthesis ◽  
Active Compounds ◽  
Dicarbonyl Compounds ◽  
Synthetic Intermediates

N-(2,2-Diphenylvinyl)-β-oxoamides are both the structural moiety of biologically active compounds and important synthetic intermediates. Structurally diverse N-(2,2-diphenylvinyl)-β-oxoamides are prepared efficiently from 2-diazo-1,3-dicarbonyl compounds and N-alkyl-2,2-diphenylaziridines via an electrophilic ring opening...

An efficient synthesis of 5-halo-6-trifluoromethylpyridine-3-carbonitriles and carboxylic acids

2017 ◽  
Vol 23 (6) ◽  
Author(s):  
Manjunath B. Channapur ◽  
Roger G. Hall ◽  
Mukul Lal ◽  
Sitaram Pal ◽  
Ashok S. Shyadligeri
Keyword(s):  
Carboxylic Acids ◽  
Biologically Active Compounds ◽  
Starting Material ◽  
Biologically Active ◽  
Pharmaceutical Chemistry ◽  
Efficient Synthesis ◽  
Active Compounds

AbstractTrifluoromethyl containing heterocycles are an integral part of many biologically active compounds in the agro and pharmaceutical chemistry. Herein, we report an efficient and concise three-step synthesis of 5-halo-6-trifluoromethylpyridine-3-carbonitriles from a trifluoroacetyl vinylogous enamine starting material. Hydrolysis furnishes the carboxylic acids.

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