Enaminoesters are proving to be more and more important in the world of chemistry.  The structure contains an amine group, alkene, and an ester which allows the enaminoester to be used as a building block in the creation of heterocycles.  The Eschenmoser coupling reaction provides unambiguous construction of enaminoesters, but this reaction has several drawbacks, such as are slow reaction time, low yields, and the limitations on starting materials.  In order to remedy this, we developed a method to synthesize enaminoesters with the use of a Ruthenium catalyst: Grubbs First-generation catalyst. This reaction couples a thioamide and a diazo compound with the help of a catalyst to create an enaminoester (Scheme 1). The reaction takes place under argon in a pressure vessel for 26 hrs, submerged in an oil bath at 120 � C.We have discovered which substrates contribute the highest yields.Scheme 1:

Synthesis of enaminoesters using a ruthenium catalyst

243rd National Meeting (2012)

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