1969-09-1Relevant academic research and scientific papers
Thiosemicarbazide Derivatives as Building Block in Synthesis of Target Heterocyclic Compounds with Their Antimicrobial Assessment
Abou Elmagd, Wael S. I.,Hemdan, Magdy M.,Samy, Sandy S.,Youssef, Ahmed S. A.
, p. 1391 - 1395 (2017/03/27)
1-(2-Benzamido-3-(1,3-diphenyl-1H-pyrazol-4-yl)acryloyl)-4-phenylthiosemicarbazide is used as precursor for synthesis of imidazole, 1,3,4-oxadiazole, 1,3,4-thiadiazole, 1,3-oxazine, and 1,2,4-triazine ring systems. The antimicrobial activity of some of th
Desulfurization strategy in the construction of azoles possessing additional nitrogen, oxygen or sulfur using a copper(I) catalyst
Guin, Srimanta,Rout, Saroj Kumar,Gogoi, Anupal,Nandi, Shyamapada,Ghara, Krishna Kanta,Patel, Bhisma K.
, p. 2757 - 2770 (2013/01/15)
A tandem and convergent approach to various N-, O-, or S-containing azoles has been developed by exploiting the thiophilic property of copper( I) iodide used in a catalytic quantity. The present protocol gives access to amino-substituted tetrazoles, triazoles, oxadiazoles and thiadiazoles via oxidative desulfurization of their respective precursors followed by inter- or intramolecular attack of suitable nucleophiles. For aminotetrazoles and triazoles an excellent regioselectivity has been achieved through proper tuning of the pKa values of the parent amines attached to unsymmetrical thioureas. The method represents an autocatalytic process in which copper( I) iodide gets converted to copper(II) sulfide which in turn transforms to active copper(II) oxide that effectively carries forward the catalytic cycle. The fate of the copper catalyst has also been studied using scanning electron microscopic (SEM) and energy-dispersive X-ray spectroscopic (EDS) analyses which give an insight into the mechanism for this catalytic process.
A novel and facile environmentally benign oxidative electrocyclization of acylthiosemicarbazone into biodynamic 1,3,4-oxadiazoles
Sharma, Laxmi Kant,Singh, Sushma,Siddiqui,Singh
experimental part, p. 155 - 161 (2012/03/26)
A novel, facile and green oxidative electrocyclization of the acylthiosemicarbazone into 5-substituted-2-amino(substituted)-1,3,4-oxadiazoles at platinum electrode using acetonitrile as non-aqueous solvent and lithium perchlorate as supporting electrolyte
Synthesis of 2-amino-1,3,4-oxadiazoles from isoselenocyanates via cyclodeselenization
Xie, Yuanyuan,Liu, Junli,Yang, Ping,Shi, Xiangjun,Li, Jianjun
experimental part, p. 5369 - 5374 (2011/07/31)
An efficient one-pot method to access 2-amino-1,3,4-oxadiazoles from isoselenocyanates and hydrazides or dihydrazides was developed via cyclodeselenization. Without any harsh reagents, various 2-amino-1,3,4- oxadiazoles were obtained in considerably high
Superior reactivity of thiosemicarbazides in the synthesis of 2-amino-1,3,4-oxadiazoles
Dolman, Sarah J.,Gosselin, Francis,O'Shea, Paul D.,Davies, Ian W.
, p. 9548 - 9551 (2007/10/03)
(Chemical Equation Presented) A facile and general protocol for the preparation of 2-amino-1,3,4-oxadiazoles is reported. This method relies on a tosyl chloride/pyridine-mediated cyclization of a thiosemicarbazide, which is readily prepared by acylation o
The rapid preparation of 2-aminosulfonamide-1,3,4-oxadiazoles using polymer-supported reagents and microwave heating
Baxendale, Ian R.,Ley, Steven V.,Martinelli, Marisa
, p. 5323 - 5349 (2007/10/03)
Herein, we report on the preparation of a library of 5-substituted-2-amino- 1,3,4-oxadiazoles and the corresponding thiadiazole analogues. Presented is a one-pot preparation of the 2-aminosulfonylated analogues through a three component coupling of an acylhydrazine, an isocyanate and sulfonyl chloride promoted by a polymer-supported phosphazine base under microwave dielectric heating. Also described is the optimization process and details pertaining to the elucidation of the reaction products.
An efficient synthesis of 1,3,4-oxadiazoles from N,N′-diacylhydrazines using Ph3P·Br2, Ph3P·CCl4 or Ph3P·CBr4 adducts as condensing agents
Mazurkiewicz,Grymel
, p. 77 - 82 (2007/10/03)
1,3,4-Oxadiazoles including 2-amino derivatives were effectively synthesized by treatment of N,N′-diacylhydrazines or N-acylsemicarbazides with Ph3P·Br2, Ph3P·CCl4 or Ph3P·CBr4 adducts in the presence of Et3N in CH2Cl2 under mild conditions.
