Palladium-Catalyzed Iterative C[n.63743]H Bond Arylations: Synthesis of Medium-Size Heterocycles with a Bridgehead Nitrogen Atom

Wided Hagui (1, 2) , Kedong Yuan (2) , Neji Besbes , Ezzeddine Srasra , Jean-François Soulé (2) , Henri Doucet (2)

1 UTM - Université de Tunis El Manar
2 ISCR - Institut des Sciences Chimiques de Rennes

Condensed N-heterocycles were prepd. by using iterative C[n.63743]H bond activation reactions catalyzed by palladium. The first step consists of a palladium-catalyzed direct desulfitative C[n.63743]H bond arylation of brominated N-benzylpyrrole derivs. with benzenesulfonyl chlorides. The presence of the bromine atom allows the formation in the second step of several N-heterocycles with five-, six-, or seven-membered rings by a palladium-catalyzed intramol. C[n.63743]H bond arylation.

Domains: Chemical Sciences

Wided Hagui, Kedong Yuan, Neji Besbes, Ezzeddine Srasra, Jean-François Soulé, et al.. Palladium-Catalyzed Iterative C[n.63743]H Bond Arylations: Synthesis of Medium-Size Heterocycles with a Bridgehead Nitrogen Atom. ChemCatChem, 2015, 7 (21), pp.3544-3554. ⟨10.1002/cctc.201500652⟩. ⟨hal-01216288⟩