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Facile preparation of pyrimidinediones and thioacrylamides via reductive functionalization of amides.

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The development of an efficient protocol for the reductive functionalization of amides into pyrimidinediones and amino-substituted thioacrylamides is presented. Enamines are generated in a highly chemoselective amide hydrosilylation reaction catalyzed… Click to show full abstract

The development of an efficient protocol for the reductive functionalization of amides into pyrimidinediones and amino-substituted thioacrylamides is presented. Enamines are generated in a highly chemoselective amide hydrosilylation reaction catalyzed by molybdenum hexacarbonyl in combination with 1,1,3,3-tetramethyldisiloxane. The direct addition of either isocyanate or isothiocyanate generates the corresponding pyrimidinediones and 3-aminothioacrylamides in high yields.

Keywords: functionalization amides; preparation pyrimidinediones; reductive functionalization; facile preparation; pyrimidinediones thioacrylamides

Journal Title: Chemical communications
Year Published: 2017

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