130445-93-1Relevant academic research and scientific papers
The application of vinylogous iminium salts and related synthons to the preparation of trisubstituted pyridines
Petrich,Petrich, Scott A.,Hicks,Hicks, Fred A.,Wilkinson,Wilkinson, Doug R.,Tarrant,Tarrant, James G.,Bruno,Bruno, Steve M.,Vargas,Vargas, Marian,Hosein,Hosein, Kirsten N.,Gupton,Gupton, John T.,Sikorski,Sikorski, James A.
, p. 1575 - 1584 (1995)
The reaction of unsymmetrical vinylogous iminum salts and related analogs with β-aminocrotononitrile to yield 2,3,6-trisubstituted pyridines with regioselective control is described.
Generation of Halomethyl Radicals by Halogen Atom Abstraction and Their Addition Reactions with Alkenes
Neff, Robynne K.,Su, Yong-Liang,Liu, Siqi,Rosado, Melina,Zhang, Xinhao,Doyle, Michael P.
, p. 16643 - 16650 (2019)
α-Aminoradicals undergo halogen atom abstraction to form halomethyl radicals in reactions initiated by the combination of tert-butyl hydroperoxide, aliphatic trialkylamine, halocarbon, and copper(I) iodide. The formation of the α-aminoradical circumvents preferential hydrogen atom transfer in favor of halogen atom transfer, thereby releasing the halomethyl radical for addition to alkenes. The resulting radical addition products add the tert-butylperoxy group to form α-peroxy-β,β-dichloropropylbenzene products that are convertible to their corresponding β,β-dichloro-alcohols and to novel pyridine derivatives. Computational analysis clearly explains the deviation from traditional HAT of chloroform and also establishes formal oxidative addition/reductive elimination as the lowest energy pathway.
CYCLOCONDENSATION OF α-OXOKETENE DITHIOACETALS WITH β-LITHIOAMINO-β-SUBSTITUTED ACRYLONITRILES: SYNTHESIS OF 2,6-SUBSTITUTED AND 5,6-ANNELATED 3-CYANO-4-(METHYLTHIO)PYRIDINES
Gupta, Arun K.,Ila, Hiriyakkanavar,Junjappa, Hiriyakkanavar
, p. 3703 - 3714 (2007/10/02)
The lithiated β-amino-β-substituted acrylonitriles 4a-d generated in situ by reaction of lithioacetonitrile with either acetonitrile or substituted nitriles undergo cyclocondensation with α-oxoketenedithioacetate through 1,4-addition to afford 2,6-substit
