14906-59-3Relevant articles and documents
Visible-Light-Mediated C-H Alkylation of Pyridine Derivatives
Rammal, Fatima,Gao, Di,Boujnah, Sondes,Gaumont, Annie-Claude,Hussein, Aqeel A.,Lakhdar, Sami
supporting information, p. 7671 - 7675 (2020/10/09)
We report herein a visible-light-mediated C-H alkylation of pyridine derivatives that proceeds by simple combination of a large variety of N-alkoxypyridinium ions with alkanes in the presence of 2 mol % of fac-Ir(ppy)3 under blue illumination. The mild reaction conditions together with the high group functional tolerance make of this process a useful synthetic platform for the construction of structurally strained heterocycles. Detailed mechanistic investigations, including density functional theory calculations and quantum yield measurement, allowed us to understand factors controlling the reactivity and the selectivity of the reaction.
Electrochemical Deoxygenation of N-Heteroaromatic N -Oxides
Xu, H.-C.,Xu, P.
supporting information, p. 1219 - 1221 (2019/06/08)
An electrochemical method for the deoxygenation of N-heteroaromatic N -oxide to give the corresponding N-heteroaromatics has been developed. Several classes of N-heterocycles such as pyridine, quinoline, isoquinoline, and phenanthridine are tolerated. The electrochemical reactions proceed efficiently in aqueous solution without the need for transition-metal catalysts and waste-generating reducing reagents.
Solvent- and halide-free synthesis of pyridine-2-yl substituted ureas through facile C-H functionalization of pyridine: N -oxides
Rassadin, Valentin A.,Zimin, Dmitry P.,Raskil'dina, Gulnara Z.,Ivanov, Alexander Yu.,Boyarskiy, Vadim P.,Zlotskii, Semen S.,Kukushkin, Vadim Yu.
supporting information, p. 6630 - 6636 (2018/03/01)
A novel solvent- and halide-free atom-economical synthesis of practically useful pyridine-2-yl substituted ureas utilizes easily accessible or commercially available pyridine N-oxides (PyO) and dialkylcyanamides. The observed C-H functionalization of PyO is suitable for the good-to-high yielding synthesis of a wide range of pyridine-2-yl substituted ureas featuring electron donating and electron withdrawing, sensitive, or even fugitive functional groups at any position of the pyridine ring (63-92%; 19 examples). In the cases of 3-substituted PyO, the C-H functionalization occurs regioselectively providing a route for facile generation of ureas bearing a 5-substituted pyridine-2-yl moiety.