461661-72-3Relevant academic research and scientific papers
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.
Pyridone Functionalization: Regioselective Deprotonation of 6-Methylpyridin-2(1H)- and -4(1H)-one Derivatives
Diaz Ropero, Beatriz P. Fernandez,Elsegood, Mark R. J.,Fairley, Gary,Pritchard, Gareth J.,Weaver, George W.
supporting information, p. 5238 - 5242 (2016/11/13)
Selective functionalization at the α-methyl group of 1-substituted pyridin-2(1H)- and 4(1H)-ones (2- and 4-pyridones) can be achieved by appropriate choice of base. n-Butyllithium was found to effect clean 6(2)-methyl deprotonation of 1-benzyl-2- and -4-p
Preparation of N-alkyl 2-pyridones via a lithium iodide promoted oto N-alkyl migration: Scope and mechanism
Tasker, Sarah Z.,Bosscher, Michael A.,Shandro, Christina A.,Ryu, Keun Ah,Snapper, Gregory S.,Utter, Jarrad M.,Anderson, Carolyn E.,Lanni, Erica L.,Ellsworth, Bruce A.
, p. 8220 - 8230,11 (2020/10/15)
An efficient and inexpensive LiI-promoted O- to N-alkyl migration of 2-benzyloxy-, 2-allyloxy-, and 2-propargyloxypyridines and heterocycles is reported. The reaction produces the corresponding N-alkyl 2-pyridones and analogues under green, solvent-free conditions in good to excellent yields (30 examples, 20-97% yield). This method has been shown to be intermolecular and requires heat and lithium cation to occur.
Regioselective synthesis of 1,4,6-trisubstituted-2-pyridinones and 2,3-disubstituted (2H)-isoquinolin-1-ones via tandem stille reaction/ heterocyclisation
Cherry, Khalil,Duchene, Alain,Thibonnet, Jerome,Parrain, Jean-Luc,Abarbri, Mohamed
, p. 2349 - 2356 (2007/10/03)
A general route to 1,4,6-trisubstituted 2-pyridinones and 2,3-disubstituted (2H)-isoquinolin-1-ones from (Z)-3-iodovinylic amides 1a-h and 2-iodo N-substituted benzamides 2a-f is described, including compounds bearing a substituent on the aromatic ring. Treatment of (Z)-β-iodovinylic amides 1a-h and 2-iodobenzamides 2a-f with various allenyltributyltin reagents in the presence of palladium acetate, triphenylphosphine and tetrabutylammonium bromide in acetonitrile provided good yields of the corresponding 1,4,6-trisubstituted 2-pyridinones 3a-k and 2,3-disubstituted (2H)-isoquinolin-1-ones 4a-i via tandem Stille reaction and 6-endo-dig azacyclisation. Georg Thieme Verlag Stuttgart.
Regio- and selective synthesis of 4,6-disubstituted-2-pyridones
Cherry, Khalil,Abarbri, Mohamed,Parrain, Jean-Luc,Duchêne, Alain
, p. 5791 - 5794 (2007/10/03)
Palladium catalysed regio- and stereoselective annulation of allenyl stannanes by β-iodo vinylic amides gives good yields of the corresponding 2-pyridones. This annulation probably occurs via a Stille reaction/cyclisation sequence.
