A general and efficient method to access tetracyclic spirooxindole derivatives.

Abderrahman El Bouakher (1) , Stéphane Massip (2) , Christian Jarry (2) , Yves Troin (3) , Isabelle Abrunhosa-Thomas (3) , Gérald Guillaumet (1)

1 ICOA - Institut de Chimie Organique et Analytique
2 Laboratoire de Biologie cellulaire
3 ICCF - Institut de Chimie de Clermont-Ferrand

An efficient, simple, and convenient synthetic procedure for the synthesis of tetracyclic spirooxindole derivatives, starting from N-protected isatins and 2-fluoropyridine, was successfully developed. It enables the facile formation of a new class of spirooxindoles in which the oxindole core is fused with various heterocycles at the C-3 position.

Mots clés: Anionic condensation; Reduction; Cyclization; Selective deprotection; Tetracyclic spirooxindole; Spiro compounds

Domaines: Chimie

Abderrahman El Bouakher, Stéphane Massip, Christian Jarry, Yves Troin, Isabelle Abrunhosa-Thomas, et al.. A general and efficient method to access tetracyclic spirooxindole derivatives.. European Journal of Organic Chemistry, 2015, pp.556-559. ⟨10.1002/ejoc.201403292⟩. ⟨hal-01212463⟩