1024613-86-2Relevant articles and documents
Synthesis of 2-Amino-1,3,4-oxadiazoles through Elemental Sulfur Promoted Cyclization of Hydrazides with Isocyanides
Bao, Wenhu,Chen, Chuang,Yi, Niannian,Jiang, Jun,Zeng, Zebing,Deng, Wei,Peng, Zhihong,Xiang, Jiannan
, p. 1611 - 1618 (2017/10/06)
A novel sulfur-promoted cyclization of hydrazides and isonitriles to produce 1,3,4-oxadiazole has been developed. The method is operationally simple and compatible with a wide scope of substrates and various 2-amino- 1,3,4-oxadiazoles are efficiently obtained in good yields.
Efficient and mild synthesis of substituted 2-amino-1,3,4-oxadiazoles mediated by (tosylimino)phenyl-γ3-iodane
Prabhu, Girish,Madhu, Chilakapathi,Sureshbabu, Vommina V.
, p. 865 - 870 (2014/08/05)
A simple and convenient one-pot protocol for the synthesis of substituted 2-amino-1,3,4-oxadiazoles mediated by (tosylimino)phenyl-γ3- iodane has been described. Acylthiosemicarbazides prepared from the corresponding acylhydrazides undergo effi
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.