Pyridazine Derivatives. Part 21: Synthesis and Structural Study of Novel 4-Aryl-2,5-dioxo-8-phenylpyrido[2,3-d]pyridazines

Pita, Beatriz; Sotelo, Eddy; Suárez, Margarita; Raviña, Enrique; Ochoa, Estael; Verdecia, Yamila; Novoa, Héctor; Blaton, N. M.; Ranter, Caimle de; Peeters, O. M.

doi:10.1016/s0040-4020(00)00082-x

Cited by 50 publications

(22 citation statements)

References 25 publications

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“…17f triethylammonium 5-bromo-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (16b¢), 15 triethylammonium-5-bromo barbiturate salts (17), 17a-c dimedone (1a¢), 1,3-indandione (18), full substituted cyclopropanes based on indandione (19), 21 malononitrile (20), triethylammonium bromodicyanomethanide (21) 14 and sodium bromodicyanomethanide (22). was observed (Scheme 2, path b).…”

Section: Resultsmentioning

confidence: 99%

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Synthesis of Bis‐spiro Cyclopropanes Based on Meldrum’s Acid by Milling

Kashani

Pesyan

Tunç

et al. 2015

J Chinese Chemical Soc

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Reaction of 2,2-dimethyl-1,3-dioxane-4,6-dione (Meldrum's acid) with various solid aldehydes in the presence of cyanogen bromide and solid sodium ethoxide (EtONa) leads to the selective and efficient formation of bis-spiro cyclopropanes based on Meldrum's acid at the range of 0°C to room temperature. The products were obtained in good to excellent yields. Structure elucidation is carried out by 1 H NMR, 13 C NMR, FT-IR spectroscopy, mass analyses and X-ray crystallography techniques. A possible mechanism for the formation of products is also discussed under solvent-free condition.

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Section: Resultsmentioning

confidence: 99%

“…19 There are some reports about the hydrolysis of Meldrum's acid ring in some organic compounds including Meldrum's acid ring moiety for the formation of corresponding di-and/or mono-carboxylic acid derivatives.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Bis‐spiro Cyclopropanes Based on Meldrum’s Acid by Milling

Kashani

Pesyan

Tunç

et al. 2015

J Chinese Chemical Soc

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“…22 Silicon-and germanium-containing heterocyclic aldehydes have been regioselectively prepared by a one-pot procedure 23 from the corresponding furan-and thiophene-carbaldehydes using lithium N-methylpiperazide/butyllithium or secbutyllithium/chlorotrialkyl-silanes or -germanes/water as the sequence of reagents. After blocking with a suitable aminolithium compound, the aldehyde function is regenerated by hydrolysis in neutral or weakly acid conditions.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, psychotropic and anticancer activity of 2,2‐dimethyl‐5‐[5′‐trialkylgermyl(silyl)‐2′‐hetarylidene]‐1,3‐dioxane‐4,6‐diones and their analogues

Lukevics

Игнатович

Шестакова

2003

Applied Organom Chemis

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A series of 2,2-dimethyl-5-(5 -R-hetarylidene)-1,3-dioxane-4,6-diones has been synthesized for examing a structure-activity relationship. Furyl and thienyl derivatives of Meldrum's acid possess neurotropic activity comprising both depriming and activating components. Comparison of acute toxicity of carbon, silicon and germanium analogues in the furan series of the compounds has demonstrated that the germanium derivative is 11.5 times less toxic than the carbon analogue and four times less toxic than the silicon derivative. 2,2-Dimethyl-5-(5 -triethylsilyl-2 -thenylidene)-1,3-dioxane-4,6-dione has moderate toxicity with the highest neurotropic and cytotoxic activity

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“…1,2,4,5-Tetrazines with a large variety of substituents in the 3-and 6-positions of the heterocyclic are easily accessible, and due to their potential role in inverse-type DielsAlder reactions, members of this heterocyclic class have found widespread use in many fields of organic chemistry [2]. The pyridazine nucleus is of considerable interest because of its synthetic applications [3][4][5], and important pharmacological activities [6,7], most of them related to the cardiovascular system [8,9].…”

Section: Introductionmentioning

confidence: 99%