Organic chemistry
Mohammad Reza Poor Heravi; Hassan Karami; Bagher Mohammadi; Vahid Azizkhani
Abstract
An efficient and convenient synthesis of novel tetrahydrobenzo[c]acridin-8(7H)-one derivatives is described using the electrogenerated anion of acetonitriles as the base in the presence of tetrabutylammonium fluoride as an effective supporting electrolyte in a one-pot, three-component condensation of ...
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An efficient and convenient synthesis of novel tetrahydrobenzo[c]acridin-8(7H)-one derivatives is described using the electrogenerated anion of acetonitriles as the base in the presence of tetrabutylammonium fluoride as an effective supporting electrolyte in a one-pot, three-component condensation of aromatic aldehyde, dimedone and 1-naphthyl amine. The reaction is carried out in an undivided cell containing an iron cathode and a graphite anode under a constant current density of 5 mA/cm2 (I=20 mA, electrode surface=5 cm2) in CH3CN at room temperature was found to be optimum for the electrochemically induced chain process and resulted in the highest yield. An efficient and convenient synthesis of novel tetrahydrobenzo[c]acridin-8(7H)-one derivatives is described using the electrogenerated anion of acetonitriles as the base in the presence of tetrabutylammonium fluoride as an effective supporting electrolyte in a one-pot, three-component condensation of aromatic aldehyde, dimedone and 1-naphthyl amine. The reaction is carried out in an undivided cell containing an iron cathode and a graphite anode under a constant current density of 5 mA/cm2 (I=20 mA, electrode surface=5 cm2) in CH3CN at room temperature was found to be optimum for the electrochemically induced chain process and resulted in the highest yield.
Organic chemistry
Hamideh Javanbani; Ali Ramazani; Sang Woo Joo; Yavar Ahmadi; Vahid Azizkhani; Pegah Azimzadeh Asiabi
Volume 3, Issue 4, pp. 283-387, Serial No. 9 , October 2015, , Pages 310-322
Abstract
Reactions of N-isocyaniminotriphenylphosphorane with cyclopentanone have been studied in the presence of aromatic carboxylic acids and primary amines, proceeds smoothly at room temperature under neutral conditions to afford sterically congested 1,3,4-oxadiazole derivatives by an intramolecular Aza-Wittig ...
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Reactions of N-isocyaniminotriphenylphosphorane with cyclopentanone have been studied in the presence of aromatic carboxylic acids and primary amines, proceeds smoothly at room temperature under neutral conditions to afford sterically congested 1,3,4-oxadiazole derivatives by an intramolecular Aza-Wittig cyclization in CH2Cl2 in excellent yields. The structures of the products were deduced from their IR, Mass, ¹H NMR, and ¹³C NMR spectra. The reaction proceeds smoothly and cleanly under mild conditions and no side reactions were observed. The method offers a mild, simple, and efficient route for the preparation of fully substituted 1,3,4-oxadiazoles from cyclopentanone, primary amines, N-isocyaniminotriphenylphosphorane and aromatic carboxylic acids. Easy work-up, high yields and fairly mild reaction conditions make it a useful procedure in comparison to the modern synthetic methodologies.
Organic chemistry
Vahid Azizkhani; Ali Ramazani; Sang Woo Joo
Volume 3, Issue 2, pp. 72-147, Serial No. 7 , April 2015, , Pages 121-131
Abstract
Simple, cheap and green protocol for effective conversion of alcohols to corresponding carbonyl compounds in the presence of H14[NaP5W30O110] and ammonium nitrate is reported. The products were characterized by FT-IR and comparison of their physical properties with those reported in the literatures. ...
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Simple, cheap and green protocol for effective conversion of alcohols to corresponding carbonyl compounds in the presence of H14[NaP5W30O110] and ammonium nitrate is reported. The products were characterized by FT-IR and comparison of their physical properties with those reported in the literatures. The progress of the reaction was monitored by thin layer chromatography (TLC) technique. The aliphatic products were detected by gas chromatography–flame ionization detector. Reactions were completed within 15-35 minutes at room temperature. In order to investigate the catalyst reusability, the oxidation of benzyl alcohol was carried out in the presence of H14[NaP5W30O110]. At the end of each reaction, the catalyst was separated and the recovered catalyst was reused for at least three runs without significant degradation in catalytic activity and performance.