Application of 51856-79-2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Methyl 2-(1-methyl-1H-pyrrol-2-yl)acetate, is researched, Molecular C8H11NO2, CAS is 51856-79-2, about Enantioselective intermolecular radical C-H Amination. Author is Jin, Li-Mei; Xu, Pan; Xie, Jingjing; Zhang, X. Peter.
Radical reactions hold a number of inherent advantages in organic synthesis that may potentially impact the planning and practice for construction of organic mols. However, the control of enantioselectivity in radical processes remains one of the longstanding challenges. While significant advances have recently been achieved in intramol. radical reactions, the governing of asym. induction in intermol. radical reactions still poses challenging issues. We herein report a catalytic approach that is highly effective for controlling enantioselectivity as well as reactivity of the intermol. radical C-H amination of carboxylic acid esters with organic azides via Co(II)-based metalloradical catalysis (MRC). The key to the success lies in the catalyst development to maximize noncovalent attractive interactions through fine-tuning of the remote substituents of the D2-sym. chiral amidoporphyrin ligand. This noncovalent interaction strategy presents a solution that may be generally applicable in controlling reactivity and enantioselectivity in intermol. radical reactions. The Co(II)-catalyzed intermol. C-H amination, which operates under mild conditions with the C-H substrate as the limiting reagent, exhibits a broad substrate scope with high chemoselectivity, providing effective access to valuable chiral amino acid derivatives with high enantioselectivities. Systematic mechanistic studies shed light into the working details of the underlying stepwise radical pathway for the Co(II)-based C-H amination.
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