55249-89-3Relevant academic research and scientific papers
Lewis acid-promoted direct substitution of 2-methoxy-3-cyanopyridines by organo cuprates. Part 3: Facile preparation of nicotinamide and nicotinic acid derivatives
Abdel-Aziz, Alaa A.-M.
, p. 2861 - 2865 (2007)
2-Methoxy-3-cyano-4,6-diarylpyridines were subjected to Lewis acid-promoted nucleophilic displacement reactions with various organo cuprates to afford the corresponding 2,4,6-trisubstituted nicotinonitriles. Subsequent hydrolysis of compounds 10 and 11 af
Visible-light-accelerated pd-catalyzed cascade addition/ cyclization of arylboronic acids to γ- And β-ketodinitriles for the construction of 3-cyanopyridines and 3-cyanopyrrole analogues
Patel, Bhisma K.,Rakshit, Amitava,Kumar, Prashant,Alam, Tipu,Dhara, Hirendranath
, p. 12482 - 12504 (2020/11/09)
The one-pot synthetic strategies for 2,4,6-triarylnicotinonitriles and 2,5-diaryl-1H-pyrrole-3-carbonitriles have been accomplished via a Pd-catalyzed coupling of arylboronic acid with 2-(3-oxo-1,3-diarylpropyl)malononitrile and 2-(2-oxo-2- arylethyl)malo
Pyridine Syntheses. II. Condensation Routes Toward Streptonigrin Ring C [1]
Robinson, J. Michael,Ahmed, Masood,Alaniz, Nicky J.,Boyles, Timothy P.,Brasher, Chris D.,Floyd, Kimberly A.,Holland, Preston L.,Maruffo, Laura D.,McMahan, Terry L.,Middleton, Stan,O'Hara, Kevin D.,Pack, Marcia J.,Reynolds, Brandon D.,Rodriquez, Romelia R.,Sawyer, Dennis E.,Sharp, Elena,Simpson, Sharai L.,Vanlandingham, Clint L.,Velasquez, Rebecca S.,Welch, Brian M.,Wright, C. David
, p. 65 - 69 (2007/10/03)
Alternative complimentary syntheses of penta-substituted pyridine rings with full regiochemical control of substituents were studied as a method for the synthesis of Streptonigrin (1). Various α-substituted acetophenones 2 were reacted with enones 3 in acetic acid/ammonium acetate and air to afford penta-substituted pyridines 4. α-Substituents that could provide a source of exocyclic nitrogen at position 3 of these Steptonigrin ring-C models proved to be the limiting factor. However, an inverse "3+2+1" cyclocondensation of α-cyanochalcone 5c with 2-furyl ethyl ketone (6b) afforded the desired model 6-(2-furyl)-5-methyl-2,4-diphenyl-3-pyridinecarbonitrile (4g) in 75% yield.
CYCLOCONDENSATION REACTIONS OF 3-ARYL-2-BENZYLIDENE-3-OXOPROPANENITRILES WITH ACETYLAROMATIC DERIVATIVES
Marchalin, Stefan,Kuthan, Josef
, p. 1862 - 1869 (2007/10/02)
Cyclocondensation of 3-aryl-2-benzylidene-3-oxopropanenitriles Ia and Ib with acetyl aromatic derivatives IIa-IIc in the presence of ammonium acetate affords 2,6-diaryl-4-phenyl-3-cyanopyridines IV and V.Reaction of the nitrile Ib with 1,2-diphenylethanon
PREPARATION AND REACTIONS OF 1-CYANOMETHYL-2,4,6-TRISUBSTTUTED PYRIDINIUM YLIDS
Katritzky, Alan R.,Yeung, Wing Kai,Patel, Ranjan C.,Burgess, Kevin
, p. 623 - 632 (2007/10/02)
Aminoacetonitrile with pyrylium forms pyridiniums which are acylated to solvatochromic ylids.Pyrolysis of ylid (10a) (R=p-toluoyl) gives 3-cyano-2,4,6-triphenylpyridine. 1-Cyanomethyl-pyridinium (6) gives tetrahydroindolizines with α,β-unsaturated carbonyl compounds.
