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Synthesis 1987; 1987(2): 137-139
DOI: 10.1055/s-1987-27862
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Electrochemical Synthesis of 2-Haloergolines

Giovanni Palmisano* , Bruno Danieli, Giordano Lesma, Giorgio Fiori
  • *Dipartimento di Chimica Organica e Industriale, Facoltà di Scienze, Università degli Studi di Milano, Via Venezian 21, I-20133 Milano, Italy
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Publication Date:
12 September 2002 (online)

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Regioselective halogenation (chlorination, bromination, iodination) of several ergolines to the corresponding 2-halo derivatives was performed in moderate to good yields by potential controlled electrolysis at platinum in acetonitrile in the presence of tetrabutylammonium halide and lithium perchlorate. Alternatively, ergolines underwent a facile iodination in excellent yields by exposure to an anodically oxidized solution of iodine in acetonitrile.