78018-73-2Relevant academic research and scientific papers
Pd(II)-Catalyzed Synthesis of Alicyclic[b]-Fused Pyridines via C(sp2)–H Activation of α,β-Unsaturated N-Acetyl Hydrazones with Vinyl Azides
Nie, Biao,Wu, Wanqing,Jin, Chuanfei,Ren, Qingyun,Zhang, Ji,Zhang, Yingjun,Jiang, Huanfeng
, p. 159 - 171 (2022/01/03)
A new synthetic protocol for alicyclic[b]-fused pyridines with complete regioselectivity from α,β-unsaturated N-acetyl hydrazones and vinyl azides via Pd(II)-catalyzed C–H activation/cyclization/aromatization strategy has been described. A series of five-
An aminocatalyzed michael addition/Iron-Mediated decarboxylative cyclization sequence for the preparation of 2,3,4,6-Tetrasubstituted pyridines: Scope and mechanistic insights
Stivanin, Mateus L.,Duarte, Marcelo,Sartori, Camila,Capreti, Naylil M.R.,Angolini, Celio F.F.,Jurberg, Igor D.
, p. 10319 - 10330 (2018/04/20)
A novel, scalable strategy for the preparation of 2,3,4,6-tetrasubstituted pyridines is described. This protocol has two steps: an aminocatalyzed addition of ketones to alkylidene isoxazol-5-ones, followed by an iron-mediated decarboxylative cyclization event. Mechanistic insights for both steps are provided based on HRMS-ESI(+) studies.
Iodine-catalyzed aerobic oxidative formal [4+2] annulation for the construction of polyfunctionalized pyridines
Zhu, Chunyin,Bi, Benwei,Ding, Ya,Zhang, Te,Chen, Qiu-Yun
supporting information, p. 9251 - 9257 (2015/11/27)
An iodine-catalyzed aerobic oxidative formal [4+2] annulation for the construction of polyfunctionalized pyridines in one step has been developed through the green reaction system of catalytic amounts of molecular iodine and amine in combination with oxyg
Rotational Equilibria in 1,2,6-Trisubstituted Pyridinium Cations and Reactions of 2-Isopropylpyrylium Cations
Katritzky, Alan R.,Vassilatos, Socrates N.,Alajarin-Ceron, Mateo
, p. 587 - 595 (2007/10/02)
2-Isopropyl-6-phenyl- and 2,6-diisopropyl-pyridiniums with bulky 1-substituents show temperature-variable NMR spectra which are interpreted in terms of restricted rotation. 2-Isopropyl-4,6-diphenylpyrylium can be deprotonated at the isopropyl group to giv
Kinetics and Mechanism of Nucleophilic Displacements with Heterocycles as Leaving Groups. Part 12. Regio- and Stereo-chemistry of Nucleophilic Displacement and Solvolysis Reactions of N(α-Methylallyl)- and N-(α-Phenylethyl)-pyridiniums
Katritzky, Alan R.,Ou, Yu Xiang,Musumarra, Giuseppe
, p. 1449 - 1454 (2007/10/02)
N-(α-Methylallyl)pyridiniums rearrange to the N-(γ-methylallyl) analogues in a process analogous to ion return.In the tricyclic series the process (9) -> (4) occurs spontaneously.In the monocyclic series (1) can be isolated and thermally rearranged into (2); this rearrangement is intramolecular.N-(α-Phenylethyl)pyridinium solvolyse in HOAc-NEt3 with predominant inversion of configuration (90percent).In the 2,4,6-triphenyl series this occurs spontaneously.The isolated 1-(α-phenylethyl)-2-isopropyl-4,6-diphenylpyridinium solvolyses in chlorobenzene with first-order kinetics and with racemisation.
Kinetics and Mechanisms of Nucleophilic Displacements with Heterocycles as Leaving Groups. 2. N-Benzylpyridinium Cations: Rate Variation with Steric Effects in the Leaving Group
Katritzky, Alan R.,El-Mowafy, Azzahra M.,Musumarra, Giuseppe,Sakizadeh, Kumars,Sana-Ullah, Choudhry,et al.
, p. 3823 - 3830 (2007/10/02)
N-Benzyl groups are transferred to piperidine from pyridinium ions by unimolecular SN1 and/or bimolecular SN2 mechanisms.Steric acceleration by α-phenyl groups is reduced by an adjacent β-methyl group but increased by constraining th
