- Metal-Free Synthesis of 1,3,4-Oxadiazoles from N′-(Arylmethyl)hydrazides or 1-(Arylmethyl)-2-(arylmethylene)hydrazines
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An efficient and versatile metal-free synthesis of 1,3,4-oxadiazoles from N′-(arylmethyl)hydrazides or 1-(arylmethyl)-2-(arylmethylene)hydrazines through oxidative dehydrogenation is reported. A range of 2,5-disubstituted 1,3,4-oxadiazoles were prepared by treating N′-(arylmethyl)hydrazides with (diacetoxyiodo)benzene in acetonitrile or by treating 1-(arylmethyl)-2-(arylmethylene)hydrazines with [bis(trifluoroacetoxy)iodo]benzene in methyl tert-butyl ether. Aldehyde N-acylhydrazones and aldazines were initially generated in situ as intermediates.
- Shang, Zhenhua,Chu, Qianqian,Tan, Sheng
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p. 1032 - 1040
(2015/03/30)
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- Triazine-Substituted and Acyl Hydrazones: Experiment and Computation Reveal a Stability Inversion at Low pH
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Condensation of a hydrazine-substituted s-triazine with an aldehyde or ketone yields an equivalent to the widely used, acid-labile acyl hydrazone. Hydrolysis of these hydrazones using a formaldehyde trap as monitored using HPLC reveals that triazine-subst
- Ji, Kun,Lee, Changsuk,Janesko, Benjamin G.,Simanek, Eric E.
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p. 2924 - 2927
(2015/08/11)
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- Unexpected synthesis of 1,3,5-triarly-1,5-diketones from aryl ketones via di-enamine mechanism
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An unexpected reaction of aryl ketone with acetohydrazone of aromatic aldehyde via 1,2-di-enamine/di-iminium mechanism was discovered, leading to efficient synthesis of 1,3,5-triaryl-1,5-diketones in good to excellent yields.
- Ge, Zemei,Li, Runtao,Liu, Bin,Pang, Yi,Wang, Junfeng
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p. 9240 - 9244
(2020/12/05)
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- Scaffold hopping strategy toward original pyrazolines as selective CB 2 receptor ligands
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In line of a scaffold hopping strategy of pyrazole structures, especially known as potent CB2 receptor antagonists, we exploited an original and convergent synthesis of a new class of C4-benzyl pyrazolines and derivatives from readily available
- Gembus, Vincent,Furman, Christophe,Millet, Régis,Mansouri, Roxane,Chavatte, Philippe,Levacher, Vincent,Brière, Jean-Fran?ois
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p. 396 - 404
(2013/02/23)
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- β-Acetyl-β-nitrostyrenes: Structure and use for synthesis of heteryl-containing structures
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1H, IR, and electronic absorption spectroscopy and X-ray diffraction analysis were used to establish that 1-acetyl-1-nitro-2-phenyl-and 2-(p-methoxyphenyl)ethenes have Z configuration, and their 2-(p-N, Ndimethylaminophenyl)-substituted analog exists in chloroform-d 3 as a mixture of Z and E isomers. The reactions of gem-acetylnitroethenes with N-methylpyrrole were shown to involve alkylation at the C2-reaction center of the heterocycle. The reactions of these nitroalkenes with hydrazine form pyrazoles and azines, with acetylhydrazine, the corresponding hydrazones (via transalkenylation), and with sodium azide, acetylsubstituted 1,2,3-triazoles.
- Aboskalova,Smirnova,Kataeva,Baichurin,Fel'gendler,Berkova,Berestovitskaya
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experimental part
p. 1711 - 1718
(2009/02/06)
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- Anticonvulsant properties of various acetylhydrazones, oxamoylhydrazones and semicarbazones derived from aromatic and unsaturated carbonyl compounds
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Various acetylhydrazones, oxamoylhydrazones and semicarbazones were prepared as candidate anticonvulsants with a view to examining the viability of a putative binding site hypothesis. Atomic charge calculations were undertaken to determine the hydrogen bo
- Dimmock, Jonathan R.,Vashishtha, Sarvesh C.,Stables, James P.
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p. 241 - 248
(2007/10/03)
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