Synthesis of Functionalized Spiro-Heterocycles by Sequential Multicomponent Reaction/Metal Catalyzed Carbocylizations from Simple β-Ketoesters and Amides

Hadjira Habib-Zahmani (1) , Jacques Viala (1) , Jean Rodriguez (1)

1 STeRéO

A new strategy from simple cyclic β-ketoesters or amides involving a selective three-component reaction and a ring closing metathesis or a palladium catalyzed carbocyclization in a sequential fashion to access spiro-heterocycles is reported. This expedient two-step sequence generates compounds of significant molecular complexity and high synthetic and biological relevance from simple and readily available starting materials.

Mots clés: multicomponent reactions; ring-closing metathesis; Heck reaction; spiroheterocycles; 3-dicarbonyl compounds

Domaines: Chimie organique

Hadjira Habib-Zahmani, Jacques Viala, Jean Rodriguez. Synthesis of Functionalized Spiro-Heterocycles by Sequential Multicomponent Reaction/Metal Catalyzed Carbocylizations from Simple β-Ketoesters and Amides. SYNLETT, 2007, 7, pp.1037-1042. ⟨10.1055/s-2007-973896⟩. ⟨hal-00676878⟩