694-85-9Relevant articles and documents
Accelerated hydrolysis of α-halo and α-cyano pyridinium relative to uracil derivatives: A model for ODCase-catalyzed hydrolysis of 6-cyanoUMP
Huang, Sha,Wong, Freeman M.,Gassner, George T.,Wu, Weiming
, p. 3960 - 3962 (2011)
α-Halo and α-cyano pyridiniums were found to undergo facile hydrolysis, in contrast to the sluggish reactions of corresponding uracils. The greatly enhanced rates found with pyridinium compounds have indicated a possible source of the rate acceleration seen in the hydrolysis of 6-cyanouridine 5′-monophosphate catalyzed by orotidine 5′-monophosphate decarboxylase.
Micellar Effects upon the Reaction of Hydroxide Ion with N-Alkyl-2-bromopyridinium Ion
Al-Lohedan, Hamad A.,Bunton, Clifford A.,Romsted, Laurence S.
, p. 3528 - 3532 (1982)
The reactivity of N-alkyl-2-bromopyridinium ions (alkyl = Me, Et, n-C12H25, n-C14H29, n-C16H33) toward OH(-) is affected by cationic micelles of alkyltrimethylammonium chloride or bromide (alkyl = n-C14H29, n-C16H33) which inhibit reactions of the methyl
Manganese-Promoted Regioselective Direct C3-Phosphinoylation of 2-Pyridones
Chantarojsiri, Teera,Kittikool, Tanakorn,Phakdeeyothin, Kunita,Yotphan, Sirilata
supporting information, p. 3071 - 3078 (2021/07/22)
A highly efficient and regioselective manganese-induced radical oxidative direct C?P bond formation between 2-pyridones and secondary phosphine oxides was developed. The C3-selective phosphinoylation was conveniently achieved through a combination of substoichiometric manganese and persulfate oxidant under mild conditions. Various 3-phosphinoylated pyridone products can be obtained in moderate to high yields. Preliminary mechanistic studies suggest that the reaction is likely to involve a radical pathway induced by catalytically active Mn3+ species.
Iron-Catalyzed Reactions of 2-Pyridone Derivatives: 1,6-Addition and Formal Ring Opening/Cross Coupling
Huang, Lin,Gu, Yiting,Fürstner, Alois
supporting information, p. 4017 - 4023 (2019/08/07)
In the presence of simple iron salts, 2-pyridone derivatives react with Grignard reagents under mild conditions to give the corresponding 1,6-addition products; if the reaction medium is supplemented with an aprotic dipolar cosolvent after the actual addition step, the intermediates primarily formed succumb to ring opening, giving rise to non-thermodynamic Z,E-configured dienoic acid amide derivatives which are difficult to make otherwise. Control experiments as well as the isolation and crystallographic characterization of a (tricarbonyl)iron pyridone complex suggest that the active iron catalyst generated in situ exhibits high affinity to the polarized diene system embedded into the heterocyclic ring system of the substrates, which likely serves as the actual recognition element.