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Synthesis 1991; 1991(10): 842-844
DOI: 10.1055/s-1991-26587
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Regioselective Synthesis of Indolyldihydropyridines. A Remarkable Solvent Effect

Rodolfo Lavilla* , Teresa Gotsens, Joan Bosch
  • *Laboratory of Organic Chemistry, Faculty of Pharmacy, University of Barcelona, Barcelona E-08028, Spain
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Publication Date:
29 April 2002 (online)

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The synthesis of 1,2-dihydro-2-(3-indolyl)-1-methylpyridines and 1,4-dihydro-4-(3-indolyl)-1-methylpyridines through the addition of indoles to pyridinium salts in various solvents is described. Selective preparation of 1,2-dihydropyridines is possible performing the reaction in methanol as the solvent, whereas the 1,4-isomers are preferentially formed in dimethyl sulfoxide.