10 research outputs found

    Enantioselective transfer hydrogenation, key step for the synthesis to 3-aminotetrahydroquinolines

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    International audienceAn enantioselective transfer hydrogenation has been successfully achieved to furnish 3-aminotetrahydroquinolines. The reaction was conducted in the presence of Hantzsch dihydropyridine and a catalytic amount of chiral phosphoric acid under mild conditions

    Synthesis of Methylene Bridged Bis-pyrrolo[3,2-c]carbazoles <i>via</i> an Unusual Vilsmeier–Haack Product of <i>N</i>-Ethylcarbazole

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    <p>The unexpected result for the formylation of <i>N</i>-ethylcarbazole under the Vilsmeier–Haack conditions (POCl<sub>3</sub>/DMF) led to the synthesis of novel methylene bridged bis-pyrrolo[3,2-c]carbazoles <i>via</i> Hemetsberger indole synthesis was reported. A plausible mechanism for the formation of unexpectedly synthesized 7,7â€Č-methylene bis(9-ethyl-9H-carbazole-3-carbaldehyde) <b>4</b> was postulated. The full characterization data of dicarbazolylmethane <b>4</b> and the bis-pyrrolo carbazoles <b>10a-b</b> were obtained by utilizing <sup>1</sup>H NMR, <sup>13</sup>C NMR, FT-IR, mass spectrometry and single crystal X-ray diffraction techniques.</p
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