- Sodium hypochlorite-mediated synthesis of 2,5-disubstituted 1,3,4-oxadiazoles from hydrazides and aldehydes
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[Figure not available: see fulltext.] A simple and convenient method for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles has been developed. Structurally divergent symmetrical and unsymmetrical 2,5-disubstituted 1,3,4-oxadiazoles can be obtained in moderate to high yields via NaOCl-mediated oxidative cyclization of N-acylhydrazones, generated in situ from aliphatic and aromatic hydrazides and aldehydes.
- Paidi, Karuna Raman,Kolli, Murali Krishna,Reddy, Eeda Koti,Pedakotla, Venkata Ramana
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p. 371 - 376
(2020/05/04)
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- Palladium-catalyzed one-pot synthesis of diazoles via tert-butyl isocyanide insertion
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An efficient one-pot palladium-catalyzed reaction for the synthesis of diazoles from readily available hydrazides and aryl halide via isocyanide insertion/cyclization sequence has been developed. This methodology efficiently constructs diazoles in good to excellent yields with the advantages of wide functional group tolerance and operational simplicity.
- Fan, Xiang-Yuan,Jiang, Xiao,Zhang, Ying,Chen, Zhen-Bang,Zhu, Yong-Ming
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p. 10402 - 10408
(2015/10/28)
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- Iodine-catalysed oxidative cyclisation of acylhydrazones to 2,5-substituted 1,3,4-oxadiazoles
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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.
- Majji, Ganesh,Rout, Saroj Kumar,Guin, Srimanta,Gogoi, Anupal,Patel, Bhisma K.
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p. 5357 - 5362
(2014/01/23)
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- 17O NMR studies of substituted 1,3,4-oxadiazoles
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Three series of substituted 1,3,4-oxadiazoles were studied by 17O NMR spectroscopy. Chemical shifts values were correlated with empirical Hammett parameters as well as calculated bond lengths and chemical shielding values.
- Gierczyk, Blazej,Zalas, MacIej,Kazmierczak, Marcin,Grajewski, Jakub,Pankiewicz, Radoslaw,Wyrzykiewicz, Bozena
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p. 648 - 654
(2012/01/06)
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- 1,3,4-Oxadiazole formation as traceless release in solid phase organic synthesis
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Oxadiazoles were generated upon a dehydrative cyclization reaction with 2-acyl hydrazides bound to the polymeric support via one of their N atoms using TFAA as a dehydration agent.
- Cesarini, Sara,Colombo, Nicoletta,Pulici, Maurizio,Felder, Eduard R.,Brill, Wolfgang K.-D.
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p. 10223 - 10236
(2007/10/03)
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- A simple and efficient one step synthesis of 1,3,4-oxadiazoles utilizing polymer-supported reagents and microwave heating
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1,3,4-Oxadiazoles can be rapidly and efficiently synthesized from a variety of carboxylic acids and acid hydrazides in one simple step. The use of commercially available PS-PPh3 resin combined with microwave heating delivered the product 1,3,4-oxadiazoles in high yields and purities.
- Wang, Ying,Sauer, Daryl R.,Djuric, Stevan W.
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p. 105 - 108
(2007/10/03)
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- Oxydations d'hydrazones par le bioxyde de plomb: nouvelles syntheses d'oxadiazoles-1,3,4 et de derives de l'amino-4 triazol-1,2,4 one-5
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Aromatic aldehyde aroylhydrazones when oxidized with lead dioxide, in acetic acid, gave quickly the corresponding 1,3,4-oxadiazoles in good yields.Aromatic aldehyde carbodihydrazones on the other hand, gave derivatives of 4-amino-3-aryl-1,2,4-triazol-5-ones, in dimethylformamide as solvent.To explain these results, some radical mechanisms are proposed.
- Milcent, Rene,Barbier, Geo
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