62506-81-4Relevant academic research and scientific papers
Can a Ketone Be More Reactive than an Aldehyde? Catalytic Asymmetric Synthesis of Substituted Tetrahydrofurans
Lee, Sunggi,Bae, Han Yong,List, Benjamin
, p. 12162 - 12166 (2018)
O-heterocycles bearing tetrasubstituted stereogenic centers are prepared via catalytic chemo- and enantioselective nucleophilic additions to ketoaldehydes, in which the ketone reacts preferentially over the aldehyde. Five- and six-membered rings with both aromatic and aliphatic substituents, as well as an alkynyl substituent, are obtained. Moreover, 2,2,5-trisubstituted and 2,2,5,5-tetrasubstituted tetrahydrofurans are synthesized with excellent stereoselectivities. Additionally, the synthetic utility of the described method is demonstrated with a three-step synthesis of the side chain of anhydroharringtonine.
Sequential multicomponent catalytic synthesis of pyrrole-3-carboxaldehydes: Evaluation of antibacterial and antifungal activities along with docking studies
Choudhary, Sachin,Kant, Rajni,Kumar, Indresh,Mir, Nisar A.,Ramaraju, Panduga,Sankaranarayanan, Murugesan,Sharma, Preetika,Singh, Rajnish P.,Singh, Rajpal,Vanaparthi, Satheeshvarma
, p. 16329 - 16339 (2020/10/14)
A sequential multicomponent synthesis of highly substituted pyrrole-3-carboxaldehydes has been developed under metal-free conditions. This one-pot protocol involves proline-catalyzed direct chemoselective Mannich reaction-cyclization between 1,4-ketoaldehyde and in situ generated Ar/HetAr-imines followed by aerobic oxidative-aromatization at room temperature. A series of fully substituted pyrrole-3-carboxaldehydes and other diverse fused heterocycles have been synthesized. These compounds were tested for in vitro antibacterial and antifungal activities, and the selected ones display significant activity against the tested bacterial strains with a MIC value of 16 μg mL-1, which is close to that of the standard drug chloramphenicol. The bioactivity outcome was further analyzed using docking studies.
Visible-Light Photocatalytic Preparation of 1,4-Ketoaldehydes and 1,4-Diketones from α-Bromoketones and Alkyl Enol Ethers
García-Santos, William H.,Mateus-Ruiz, Jeferson B.,Cordero-Vargas, Alejandro
supporting information, p. 4092 - 4096 (2019/06/17)
A Ru2+-photocatalyzed, visible-light-mediated ATRA reaction for the straightforward preparation of 1,4-ketoaldehydes, 1,4-diketones, and 1,4-ketoesters, which are of difficult access by other means, is reported herein. This method employs readily accessible α-bromoketones and alkyl vinyl ethers as starting materials, allowing the construction of secondary, tertiary, and challenging quaternary centers. In addition, the synthetic usefulness of this method is illustrated by applying it to the construction of substituted pyrroles.
A from the aromatic acid directly preparing aromatic ketone method (by machine translation)
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Paragraph 0142; 0143, (2019/01/06)
A process for preparing aryl ketone of the method, it is in order to aromatic carboxylic acid (ArCOOH) and olefin as raw materials, triphenylphosphine as a deoxidizing agent, under the irradiation of the blue lamp, in dichloromethane and water solution, under argon atmosphere, in the presence of a small amount of potassium phosphate, in order to [Ir (dF (CF3 ) Ppy)2 (Dtbbpy)] PF6 As the photocatalyst, get the aromatic compounds. The method easily available raw materials, mild reaction conditions, wide adaptability. (by machine translation)
Organocatalytic Redox Isomerization of Electron-Deficient Allylic Alcohols: Synthesis of 1,4-Ketoaldehydes
Mondal, Keshab,Mondal, Buddhadeb,Pan, Subhas Chandra
, p. 4835 - 4840 (2016/07/06)
An organocatalytic redox isomerization strategy has been developed for the synthesis of 1,4-ketoaldehydes. DABCO was found to be the best catalyst for the isomerization of -hydroxy enones. With 20 mol % of DABCO as catalyst and DMSO as the solvent high yi
Catalytic Asymmetric Synthesis of γ-Hydroxy Ketones and Aromatic Hydroxy Ketones by the Chemo- and Enantio-selective Alkylation of keto Aldehydes with Dialkylzincs
Watanabe, Masami,Soai, Kenso
, p. 3125 - 3128 (2007/10/02)
Optically active γ-hydroxy ketones and aromatic hydroxy ketones with high (up to 96percent) enantiomeric excesses have been synthesized by the chemo- and enantio-selective addition of dialkylzincs to γ-keto aldehydes and aromatic keto aldehydes, respectively, using N,N-dibutylnorephedrine (DBNE) 1 and (1-methylpyrrolidin-2-yl)diphenylmethanol (DPMPM) 5 as chiral catalysts.The method provides a non-homoaldol approach to optically active γ-hydroxy ketones.
