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Acid-promoted multicomponent allylic amidation towards 7-acetamido tetrahydroindole derivatives
Authors:Sayan Pramanik  Suvendu Maity  Prasanta Ghosh  Chhanda Mukhopadhyay
Institution:1. Department of Chemistry, University of Calcutta, 92 APC Road, Kolkata 700009, India;2. Department of Chemistry, R. K. Mission Residential College, Narendrapur, Kolkata 700103, India
Abstract:An acid-promoted multicomponent reaction for the direct C(sp3)/>N bond formation was achieved through intermolecular allylic amidation in a one-pot operation to synthesize 7-acetamido tetrahydroindole derivatives from simple and readily available arylglyoxal monohydrates, acetonitriles, and enamines of 5,5-dimethyl-1,3-cyclohexadione (dimedone) has been developed. Here acetonitrile acts both as solvent and reagent. These tetahydroindole derivatives are formed through domino condensation of the enamines and arylglyoxals followed by annulation and allylic amidation.</td>
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Keywords:Allylic amidation  TFA used as an acid catalyst  Acetamido tetrahydroindole ring synthesis  Multicomponent reactions
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