14367-80-7Relevant academic research and scientific papers
Simple route to multisubstituted tetrahydropyrimidines
Vincze, Zoltán,Pilipecz, Mihály V.,Scheiber, Pál,Varga, Tamás R.,Tóth, Gábor,Nemes, Péter
, p. 6135 - 6142 (2015)
Abstract As part of our ongoing investigation into the synthetic application of nitroenamines several new densely substituted pyrimidine and pyrrolo-pyrimidine derivatives were prepared. Thus, 2-nitromethylenepyrrolidine and some open chain nitroenamines of phenyl-(2-nitro-1-phenyl-vinyl)-amine type were reacted with ethyl glyoxylate and a substituted aniline usually in a one-pot procedure to furnish the key intermediates for a subsequent cyclization. These compounds including a molecular fragment of 1,3-diamine type were subjected to a simple ring closure with formaldehyde to give the title compounds in good yields. The protocol reported has the advantages of mild reaction conditions, easy workup and inexpensive reagents. In an attempted removal of the 4-methoxy-phenyl protecting group from the 4-methoxy-phenyl substituted hexahydropyrrolo[1,2-c]pyrimidine derivative, an unexpected periodic acid mediated ring cleavage and phenyl group migration was discovered. The structures of the synthesized new compounds were confirmed by spectral data, and, particularly, the hindered rotation and the unusual 1H NMR characteristics of 4-(4-nitro-phenyl)-but-3-enoic acid ethyl ester derivative were discussed.
Design, synthesis and structure-activity evaluation of novel 2-pyridone-based inhibitors of α-synuclein aggregation with potentially improved BBB permeability
Díaz-de-Villegas, María D.,Gálvez, José A.,José Galano-Frutos, Juan,Mahía, Alejandro,Navarro, Susanna,Pallarés, Irantzu,Pe?a-Díaz, Samuel,Pujols, Jordi,Sancho, Javier,Ventura, Salvador
, (2021/11/16)
The treatment of Parkinson's disease (PD), the second most common neurodegenerative human disorder, continues to be symptomatic. Development of drugs able to stop or at least slowdown PD progression would benefit several million people worldwide. SynuClea
Copper-Catalyzed N-Arylation of Nitroenamines with Diaryliodonium Salts
Aradi, Klára,Mészáros, ádám,Tóth, Balázs L.,Vincze, Zoltán,Novák, Zoltán
, p. 11752 - 11764 (2017/11/24)
A novel synthetic methodology was developed for the N-arylation of nitroenamine derivatives utilizing diaryliodonium triflates and copper(I) chloride as a catalyst. The procedure enables the easy aryl transfer from the hypervalent species under mild catalytic conditions with unusual heteroatom preference and high efficiency.
Formation of new C-O and C-N bonds via base promoted Csp2-Csp3 bond cleavage of α-nitro ketone
Sarma, Manas Jyoti,Borah, Arun Jyoti,Rajbongshi, Kamal Krishna,Phukan, Prodeep
supporting information, p. 7008 - 7011 (2015/11/27)
A catalyst free protocol has been developed for nucleophilic Csp2-Csp3 bond cleavage of α-nitroketone in the presence of potassium carbonate to create new C-O and C-N bonds. A series of different substituted α-nitroketones could be selectively cleaved and converted into corresponding esters and tosylamides in the presence of alcohols and bromamine-T, respectively.
A New Method for the Preparation of α-Nitroacetophenones
Ashwell, Mark A.,Jackson, Richard F. W.
, p. 229 - 231 (2007/10/02)
Treatment of readily available substituted β-nitrostyrenes with tert-butyl hydroperoxide and butyllithium gives synthetically useful α-nitroacetophenones in good yield.
