Tetrahedron

Inverse electron demand diels-alder reactions of 5-nitropyrimidine with enamines. synthesis of 3-nitropyridine derivatives

ATM Marcelis, HC Van Der Plas

Index: Marcelis, Antonius T. M.; Plas, Henk C. van der Tetrahedron, 1989 , vol. 45, # 9 p. 2693 - 2702

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Citation Number: 51

Abstract

The reaction of cyclic and non-cyclic enamines with 5-nitropyrimidine has been studied. Many enamines react in an inverse electron-demand Diels-Alder reaction, leading to the formation of 3-nitropyridines. N, S-ketene acetals were also found to react with 5- nitropyrimidine. The mechanism of the reaction will be discussed.