One-pot access to peri-condensed heterocycles via manganese-catalyzed cascade C-N and C-C bond formation

Yunliang Yu (1) , Yadong Feng (1) , Rémi Chauvin (2, 3, 1) , Shuangshuang Ma (1) , Lianhui Wang (1) , X. Cui (1)

1 HQU - Huaqiao University
2 LCC - Laboratoire de chimie de coordination
3 UT3 - Université Toulouse III - Paul Sabatier

A Mn(III)-catalyzed three-component cascade C–H/N–H functionalization of 2-aminopyridines with 2 equiv of dialkyl butyndioates leads to peri-condensed tricylic azines through a selective, but partly destructive, stoichiometry. A wide range of 2,11-diazatricyclo[5.3.1.04,11]undeca-1(10),4,6,8-tetraen-3-ones were thus obtained with moderate to high yields in a step-economical fashion under mild conditions. This transformation can serve as a concise method for constructing valuable precursors of functional materials and biologically active compounds.

Mots clés: Ligands; Molecules; Transition metals; Alkyls; Ethyl groups

Domaines: Chimie de coordination

Yunliang Yu, Yadong Feng, Rémi Chauvin, Shuangshuang Ma, Lianhui Wang, et al.. One-pot access to peri-condensed heterocycles via manganese-catalyzed cascade C-N and C-C bond formation. Organic Letters, 2018, 20 (14), pp.4209-4212. ⟨10.1021/acs.orglett.8b01586⟩. ⟨hal-01952872⟩