19859-79-1Relevant academic research and scientific papers
Synthesis and properties of 2,5-bis(furan-2-yl)-1H-imidazole
El’chaninov,Vlasova,El’chaninov
, p. 239 - 243 (2017)
2,5-Bis(furan-2-yl)-1H-imidazole was synthesized by the Weidenhagen reaction of [2-(furan-2-yl)-2-oxoethyl]acetate with furfural. Alkylation of the title compound with methyl iodide in acetone in the presence of potassium hydroxide gave a mixture of isome
Asymmetric synthesis of 7-aza-phomopsolide E and its C-4 epimer
Aljahdali, Alhanouf Z.,Freedman, Seth A.,Li, Miaosheng,O'Doherty, George A.
, p. 7121 - 7126 (2018/11/10)
A flexible, enantioselective route to highly functionalized α,β-unsaturated δ-lactones has been applied to the synthesis of 7-aza-phomopsolide E and its C-4 epimer. This approach relies on the application of the Noyori asymmetric hydrogenation of furyl ketone to produce the secondary furyl alcohol in high enantioexcess, which can be stereoselectively transformed into α,β-unsaturated-δ-lactones by a short, highly diastereoselective oxidation and reduction sequence. DCC and acid chloride couplings were used to introduce the side chains of the two natural product analogues.
Novel and efficient transformation of enamides into α-acyloxy ketones via an acyl intramolecular migration process
Zhou, Xiaoqiang,Ma, Haojie,Cao, Jinhui,Liu, Xingxing,Huang, Guosheng
supporting information, p. 10070 - 10073 (2016/11/06)
Hydrogen peroxide and anhydride mediated transformation of enamides to afford substituted α-acyloxy ketones is described. This transition-metal-free cascade reaction has a broad substrate scope and high efficiency. The acyl intramolecular migration procedure successfully achieved this acyloxylation process under mild conditions and increased the atom efficiency.
A sustainable byproduct catalyzed domino strategy: Facile synthesis of α-formyloxy and acetoxy ketones via iodination/nucleophilic substitution/hydrolyzation/oxidation sequences
Zhu, Yan-Ping,Gao, Qing-He,Lian, Mi,Yuan, Jing-Jing,Liu, Mei-Cai,Zhao, Qin,Yang, Yan,Wu, An-Xin
supporting information; experimental part, p. 12700 - 12702 (2012/01/03)
The sustainable byproduct catalyzed domino strategy has been performed for the facile synthesis of α-formyloxy and acetoxy ketones via iodination/nucleophilic substitution/hydrolyzation/oxidation sequences from simple and readily available aromatic ketone
Synthesis and properties of 1-methyl-2-phenyl-5-(2-furyl)- and 1-methyl-2-phenyl-5-(2-thienyl)imidazoles
Vlasova,Aleksandrov,El'Chaninov
experimental part, p. 1027 - 1031 (2011/01/10)
2-Phenyl-5-(2-furyl)- and 2-phenyl-5-(2-thienyl)imidazoles were synthesized by condensation of 2-furoylmethyl and 2-thenoylmethyl acetates with benzaldehyde under the conditions of Weidenhagen reaction. The products were converted to N-methyl derivatives in the KOH-acetone system. The electrophilic substitution reactions of the products (acylation, bromination, nitration, sulfonation, hydroxymethylation) were studied.
Oxidation of Aryl Alkyl Ketones to α-Acyloxy, α-(Camphorsulfonyloxy), or α-Hydroxy Derivatives Using Manganese(III) Acetate in Combination with Carboxylic Acids or (1S)-(+)-10-Camphorsulfonic Acid
Demir, Ayhan S.,Camkerten, Nurettin,Akgun, Hulya,Tanyeli, Cihangir,Mahasneh, Ali S.,Watt, David S.
, p. 2279 - 2289 (2007/10/02)
The α-oxidation of aryl alkyl ketones using manganese(III) acetate in the presence of various carboxylic acids and (1S)-(+)-10-camphorsulfonic acid provided a convenient synthesis of α-acyloxy, α-(10-camphorsulfonyloxy), and α-hydroxy derivatives in good yield.
SYNTHESIS OF 1,4-DIKETONES BY THE COUPLING REACTION OF TRIMETHYLSILYL ENOL ETHERS WITH LEAD TETRAACETATE
Moriarty, Robert M.,Penmasta, Raju,Prakash, Indra
, p. 873 - 876 (2007/10/02)
Synthesis of 1,4-diketones in good yields was achieved by the coupling reaction of the trimethylsilyl enol ethers of acetophenone,thiophene or furan with lead tetraacetate in dry dichloromethane and tetrahydrofuran at -78 degC.
α-METHOXY KETONES BY THE REACTION OF TRIMETHYLSILYL ENOL ETHERS WITH LEAD TETRAACETATE IN METHANOL
Moriarty, Robert M.,Prakash, Indra,Penmasta, Raju
, p. 709 - 714 (2007/10/02)
Trimethylsilyl enol ethers of acetophenone, 2-acetylthiophene and 2-acetylfuran react with lead tetraacetate in methanol at room temperature to give the α-methoxy ketones in good yields.
