Time-Efficient Synthesis of Pyrido[2,3-d]pyrimidinones via α-Oxoketenes

Juan Carlos Castillo (1) , Jairo Quiroga (2) , Jean Rodriguez (1) , Yoann Coquerel (1)

1 ISM2 - Institut des Sciences Moléculaires de Marseille
2 Departamento de Química

α-Oxoketene reactive intermediates generated in situ by microwave-assisted Wolff rearrangement of 2-diazo-1,3- dicarbonyl compounds have been found to react with 6-amino-pyrimidine derivatives as 1,3-C,N-bis-nucleophiles to yield pyrido[2,3-d]pyrimidinones and related compounds amenable to further functionalization.

Mots clés: Heterocycles; Domino reactions; Reactive intermediates; Microwave chemistry; Diazo compounds

Domaines: Chimie organique

Juan Carlos Castillo, Jairo Quiroga, Jean Rodriguez, Yoann Coquerel. Time-Efficient Synthesis of Pyrido[2,3-d]pyrimidinones via α-Oxoketenes. European Journal of Organic Chemistry, 2016, pp.1994-1999. ⟨10.1002/ejoc.201600171⟩. ⟨hal-01323463⟩