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The first synthesis of 2-amino-1,4-dihydroquinolines
Authors:Guillaume Viault  Thierry Roisnel  René Grée
Institution:a Université de Rennes 1, Laboratoire CPM, CNRS UMR 6510, Avenue du Général Leclerc, 35042 Rennes Cedex, France
b Université de Rennes 1, Sciences Chimiques de Rennes, CNRS UMR 6226, Campus de Beaulieu, 35042 Rennes-Cedex, France
c Indian Institute of Chemical Technology, 500607 Hyderabad, India
Abstract:A versatile strategy is described for the synthesis of new 2-amino-1,4-dihydroquinolines. It involved a Knoevenagel condensation of N-protected-2-amino-5-bromobenzaldehyde with ethylcyanoacetate, followed by a cyclization and protection of the NH group to afford the key intermediates 7 or 19. Then various 1,4 addition reactions have been performed to introduce substituents on the upper part of the 2-amino-1,4-dihydroquinolines.
Keywords:1  4-Dihydroquinolines  HA 14-1  Benzopyran  Anti-cancer  Bcl-2
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