29199-18-6Relevant academic research and scientific papers
Three-Component Castagnoli-Cushman Reaction of 3-Arylglutaconic Acid Anhydrides, Carbonyl Compounds, and Ammonium Acetate: a Quick and Flexible Way to Assemble Polysubstituted NH-δ-lactams
Peshkov, Anatoly A.,Bakulina, Olga,Dar'in, Dmitry,Kantin, Grigory,Bannykh, Anton,Peshkov, Vsevolod A.,Krasavin, Mikhail
supporting information, p. 1726 - 1731 (2021/03/16)
A practical straightforward synthesis of medicinally important NH-δ-lactams through the three-component Castagnoli-Cushman reaction of 3-arylglutaconic anhydrides with carbonyl compound and ammonium acetate has been developed. The scope of the protocol has been thoroughly explored paying particular attention to the carbonyl component using wide array of aliphatic and aromatic aldehydes as well as rarely involved cyclic and acyclic ketones. Synthetic potential of prepared compounds was demonstrated by a series of post-modifications, including unexpected isomerization.
Carboxylative Cyclization of 2-Butenoates with Carbon Dioxide: Access to Glutaconic Anhydrides
Zhang, Ke,Zhang, Wen-Zhen,Tao, Xue-Yan,Zhang, Min,Ren, Wei-Min,Lu, Xiao-Bing
, p. 11579 - 11588 (2020/10/12)
Cyclic anhydrides are versatile synthons and functional comonomers. Herein, we reported an organic base-promoted carboxylative cyclization of 2-butenoates with carbon dioxide to produce important glutaconic anhydrides in good yields. This metal-free react
Method for synthesizing pentene dianhydride compound by using carbon dioxide
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Paragraph 0044-0048, (2020/06/02)
The invention belongs to the technical field of fine chemical synthesis, and relates to a method for synthesizing a pentene dianhydride compound by using carbon dioxide. The method comprises the following steps: using a 2-butenoic acid derivative as a raw material; adding an organic alkali and a reaction solvent, introducing carbon dioxide, stirring at 0-50 DEG C to react for 0.5-24 hours, standing to room temperature after the reaction is finished, slowly releasing unreacted gas, directly concentrating the reaction solution under reduced pressure to obtain a crude product, and carrying out column chromatography or recrystallization purification to obtain the pentene dianhydride product. According to the method, the 2-butenoic acid derivative and carbon dioxide which are cheap and easily available are used as raw materials, organic alkali is used as an accelerant, and the method is safe and simple to operate, low in toxicity and environment-friendly and has potential application valuein fine organic synthesis of medicines, pesticides and the like.
Further Insight into the Castagnoli-Cushman-type Synthesis of 1,4,6-Trisubstituted 1,6-Dihydropyridin-2-(3 H)-ones from 3-Arylglutaconic Acid Anhydrides
Firsov, Andrei,Bakulina, Olga,Dar'in, Dmitry,Guranova, Natalia,Krasavin, Mikhail
, p. 6822 - 6829 (2020/05/19)
The earlier reported three-component Castagnoli-Cushman-type synthesis of 1,4,6-trisubstituted 1,6-dihydropyridin-2-(3H)-ones from 3-arylglutaconic acids, primary amines, and aromatic aldehydes has been further investigated. It was shown to proceed via 3-arylglutaconic anhydrides, which, in turn, were found to give superior results in the two-component reactions with imines. The initial formation of the Castagnoli-Cushman carboxylic acids was shown to be the case, and their decarboxylation was found to follow a complex, forked pathway, which was confirmed by deuterium incorporation experiments.
A REINVESTIGATION OF THE SYNTHESIS OF 1,2-DIHYDRODIAZEPIN-3-ONES FROM PYRONES
Peet, Norton P.,Sunder, Shyam
, p. 393 - 399 (2007/10/02)
The reactions of 5-acetyl-6-hydroxy-4-(4-methoxyphenyl)-2H-pyran-2-one (5) and 4-(4-methoxyphenyl)-2H-pyran-2,6-dione (4) with hydrazine and phenylhydrazine respectively, gave the respective 1-amino-2-pyridones 8 and 11 rather than diazepinones 6 and 10,
Schiff Bases of 4-(4-Methoxyphenyl)-1-phenyl-2,6(1H,3H)-pyridinedione-3-carboxaldehyde as Fungicidal Agents
Panditrao, P. R.,Deval, S. D.,Gupte, S. M.,Samant, S. D.,Deodhar, K. D.
, p. 929 - 930 (2007/10/02)
Thirteen schiff bases (IV) have been prepared by the condensation of different amines with 4-(4-methoxyphenyl)-1-phenyl-2,6(1H,3H)-pyridinedione-3-carboxaldehyde (III) which in turn has been obtained by Vilsmeier-Haack formylation reaction on 4-(4-methoxy
