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One-pot reactions of nitroenamines with anilines and ethyl glyoxylate
Authors:Mihá  ly V. Pilipecz,Pá  l Scheiber,Zoltá  n Vincze,Tamá  s R. Varga,Gá  bor Tó  th,Pé  ter Nemes
Affiliation:1. Department of Chemistry, Faculty of Veterinary Science, Szent István University, H-1400 Budapest, P.O. Box 2, Hungary;2. Department of Inorganic and Analytical Chemistry, Budapest University of Technology and Economics, H-1111 Budapest, Szt. Gellért tér 4, Hungary
Abstract:In a simple, one-pot, catalyst-free procedure starting from heterocyclic nitroenamines, substituted anilines and ethyl glyoxylate new ethyl 2-arylamino-3-nitro-propionates were prepared in good to excellent yields. Depending on the substituent pattern of the anilines applied, two routes for the one-pot reaction are suggested. Additionally, it was demonstrated that these multifunctional compounds of aza-Morita–Baylis–Hillman type were also formed in two-step protocols either from imines and nitroenamines or from the adducts of nitroenamines and ethyl glyoxylate with anilines.
Keywords:Nitroenamines   Imines   One-pot reaction   Multifunctional compounds   HPLC monitoring
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