22815-98-1Relevant academic research and scientific papers
TiCl4 mediated facile synthesis of 1,3,4-oxadiazoles and 1,3,4-thiadiazoles
Zhang, Lin,Yu, Yu,Tang, Qiang,Yuan, Jianyong,Ran, Dongzhi,Tian, Binghua,Pan, Tao,Gan, Zongjie
, p. 423 - 431 (2019/12/27)
An efficient method for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles and 1,3,4-thiadiazoles has been developed. Various hydrazides or thionyl hydrazides readily react with DMA derivatives in the presence of TiCl4 as a catalyst to afford the desired products. This protocol provides a simple and economical procedure that affords the target products with good yields and wide substrate scope.
One-pot synthesis of 2,5-disubstituted-1,3,4-oxadiazoles based on the reaction of N,N-dimethyl amides with acid hydrazides
Li, Qiang,Tao, Yi,Xu, Dongfang,Zhang, Haobing,Duan, Liping
, p. 665 - 670 (2014/06/24)
Convenient and efficient one pot method for the synthesis of 2,5-disubstituted-1,3,4-oxadiazoles based on the reaction of N,N-dimethyl amides with acid hydrazides has been developed. The methodology is applied to a wide range of difference aryl hydrazide and difference N,N-dimethyl amides to 2,5-disubstituted-1,3,4-oxadiazoles yield the in good to excellent yields. It will be possible wide useful application in synthesis. Synopsis Convenient and efficient one pot method for the synthesis of 2,5-disubstituted-1,3,4- oxadiazoles based on the reaction of N,N-dimethyl amides with acid hydrazides has been developed. The methodology is applied to a wide range of difference aryl hydrazide and difference N,N-dimethyl amides to 2,5-disubstituted- 1,3,4-oxadiazoles yield the in good to excellent yields. It will be possible wide useful application in synthesis. Copyright
Iodine-catalysed oxidative cyclisation of acylhydrazones to 2,5-substituted 1,3,4-oxadiazoles
Majji, Ganesh,Rout, Saroj Kumar,Guin, Srimanta,Gogoi, Anupal,Patel, Bhisma K.
, p. 5357 - 5362 (2014/01/23)
An environmentally benign synthesis of 2,5-disubstituted 1,3,4-oxadiazoles has been developed starting from N-aroylhydrazones and N-acetylhydrazones at room or ambient temperature using a catalytic quantity of iodine in the presence of an aqueous hydrogen peroxide oxidant.
Efficient synthesis of 1,3,4-oxadiazoles promoted by NH4Cl
Gnanasekaran, Krishna Kumar,Nammalwar, Baskar,Murie, Maeghan,Bunce, Richard A.
supporting information, p. 6776 - 6778 (2015/01/09)
An efficient and inexpensive approach to the synthesis of 2-substituted and 2,5-disubstituted 1,3,4-oxadiazoles from arylhydrazides and orthoesters is reported using catalytic NH4Cl. The conditions are mild, and thus, compatible with a variety of functional groups. The optimized reaction is performed using 30 mol % of NH4Cl in 100% EtOH and is generally complete within 1 h for non-aromatic orthoesters and 2-10 h for aromatic orthoesters. The reaction permits both electron-releasing and electron-withdrawing groups on the arylhydrazide substrate. Most products are formed in high yields and require only minimal purification. Compared with earlier reports, the current reactions proceed in shorter time and require less of the orthoester.
High-temperature continuous flow synthesis of 1,3,4-oxadiazoles via N-acylation of 5-substituted tetrazoles
Reichart, Benedikt,Kappe, C. Oliver
supporting information; experimental part, p. 952 - 955 (2012/03/11)
Applying continuous flow processing in a high-temperature/high-pressure regime (200-220 °C, 11-14 bar) 2,5-disubstituted-1,3,4-oxadiazoles are prepared in high yields within 5-10 min residence time by treatment of 5-substituted-1H-tetrazoles with anhydrides or acid chlorides as electrophiles (Huisgen reaction).
Silica sulfuric acid: An efficient and versatile acidic catalyst for the rapid and ecofriendly synthesis of 1,3,4-oxadiazoles at ambient temperature
Dabiri, Minoo,Salehi, Peyman,Baghbanzadeh, Mostafa,Zolfigol, Mohammad Ali,Bahramnejad, Mahboobeh
, p. 1201 - 1209 (2008/02/01)
A rapid and green synthesis of 2,5-disubstituted 1,3,4-oxadiazoles is reported. The title compounds were prepared by the reaction of different acyl hydrazides and orthoesters in the presence of silica sulfuric acid under solvent-free conditions. In this new process, reactions were run at ambient temperature and completed in a short period of time with high yields. Copyright Taylor & Francis Group, LLC.
Alum (KAl(SO4)2 ? 12H2O): An efficient and inexpensive catalyst for the one-pot synthesis of 1,3,4-oxadiazoles under solvent-free conditions
Dabiri, Minoo,Salehi, Peyman,Baghbanzadeh, Mostafa,Bahramnejad, Mahboobeh
, p. 1253 - 1255 (2008/03/28)
Alum (KAl(SO4)2 ? 12H2O) catalyzed the efficient synthesis of mono- and disubstituted 1,3,4-oxadiazoles by the condensation of acyl hydrazides with orthoesters under solvent-free conditions at 100°C. This methodology offers significant improvements for the synthesis of oxadiazoles with regard to the yield of products, simplicity in operation, inexpensive reagents, and green aspects by avoiding toxic catalysts and solvents.
DISILYLATED COMPOUNDS AS PRECURSORS OF HETEROCYCLES: A NEW AND EASY OXADIAZOLE SYNTHESIS
Rigo, Benoit,Fasseur, Dominique,Cauliez, Pascal,Couturier, Daniel
, p. 2321 - 2336 (2007/10/02)
Silyl diacylhydrazines have been synthesized.When they are treated with a slight amount of a variety of catalyst (nucleophiles, F-, true or Lewis acids, Pd, Pt...), 1,3,4-oxadiazoles are obtained.This cyclization can be performed in one step by
ACID CATALYZED CYCLIZATION OF BIS SILYL DIACYLHYDRAZINES : A NEW 1,3,4-OXADIAZOLE SYNTHESIS
Rigo, Benoit,Cauliez, Pascal
, p. 1247 - 1252 (2007/10/02)
Diacylhydrazines are converted in good yields into 1,3,4-oxadiazoles with dichlorodimethylsilane and trifluoromethane sulfonic acid.
