A concise synthesis of chilenine via a sequential reaction process |
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Authors: | Guncheol Kim Philguem Jung Le Anh Tuan |
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Institution: | Department of Chemistry, College of Natural Science, Chungnam National University, Taejon 305-764, Republic of Korea |
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Abstract: | A new short synthesis of chilenine has been achieved in two steps. The precursor amide was readily prepared by the condensation of the corresponding amine and acid. Treatment of the amide with oxalyl chloride in the presence of AlCl3 at room temperature afforded the desired product chilenine through sequential Friedel-Crafts acylation, amide cyclization to imide, and intramolecular Friedel-Crafts type reaction. The synthesis suggests a new potential of oxalyl chloride for a two-carbon synthon. |
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Keywords: | Chilenine Oxalyl chloride Friedel-Crafts reaction Sequential reaction |
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