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An effective new access to ethyl 2-[(alkylamino)(cyano)methyl] acrylates: first synthesis of ethyl 3-cyano-2-(hydroxymethyl) acrylate
Authors:Aïcha Arfaoui
Institution:Laboratoire de Chimie Organique et Organométallique, Université de Tunis El Manar, Faculté des Sciences, Campus Universitaire, 2092 Tunis, Tunisia
Abstract:A regioselective coupling of ethyl 2-(bromomethyl)-3-cyanoacrylate and primary amines is described to give ethyl 2-(alkylamino)(cyano)methyl] acrylates in good yields. Whereas the conversion of allyl bromide in the presence of TEAF leads to the first synthesis of ethyl 3-cyano-2-(hydroxymethyl) acrylate.
Keywords:Ethyl 2-(bromomethyl)-3-cyanoacrylate  Regioselectivity  Functionalized allylamines  Ethyl 3-cyano-2-(hydroxymethyl) acrylate  Triethylammonium formate (TEAF)
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