Application In Synthesis of Methyl 6-bromonicotinate. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Methyl 6-bromonicotinate, is researched, Molecular C7H6BrNO2, CAS is 26218-78-0, about Catalytic enantioselective synthesis of heterocyclic vicinal fluoroamines using asymmetric protonation: a method development and mechanistic study. Author is Ashford, Matthew W.; Xu, Chao; Molloy, John J.; Carpenter-Warren, Cameron; Slawin, Alexandra M. Z.; Leach, Andrew G.; Watson, Allan J. B..
A catalytic enantioselective synthesis of heterocyclic vicinal fluoroamines is reported. A chiral Bronsted acid promotes aza-Michael addition to fluoroalkenyl heterocycles to give a prochiral enamine intermediate, which undergoes asym. protonation upon rearomatization [e.g., I + aniline → II (82%, 96:4 R:S)]. The reaction accommodates a range of azaheterocycles and nucleophiles, generating the C-F stereocenter in high enantioselectivity, and is also amenable to stereogenic C-CF3 bonds. Extensive DFT calculations have provided insight into the reaction mechanism and the origin of catalyst selectivity. Crystal structure data shows the dominance of non-covalent interactions in the core structure conformation, enabling modulation of the conformational landscape. Ramachandran-type anal. of conformer distribution and protein data bank mining has indicated benzylic fluorination using this approach has potential for improved potency in several marketed drugs.
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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem