56029-43-7Relevant academic research and scientific papers
Visible Light-Mediated Decarboxylative Alkylation of Pharmaceutically Relevant Heterocycles
Sun, Alexandra C.,McClain, Edward J.,Beatty, Joel W.,Stephenson, Corey R. J.
supporting information, p. 3487 - 3490 (2018/06/26)
A net redox-neutral method for the decarboxylative alkylation of heteroarenes using photoredox catalysis is reported. Additionally, this method features the use of simple, commercially available carboxylic acid derivatives as alkylating agents, enabling the facile alkylation of a variety of biologically relevant heterocyclic scaffolds under mild conditions.
Rhodium(III)-Catalyzed Activation of Csp3 -H Bonds and Subsequent Intermolecular Amidation at Room Temperature
Huang, Xiaolei,Wang, Yan,Lan, Jingbo,You, Jingsong
supporting information, p. 9404 - 9408 (2015/08/06)
Disclosed herein is a RhIII-catalyzed chelation-assisted activation of unreactive Csp3-H bonds, thus enabling an intermolecular amidation to provide a practical and step-economic route to 2-(pyridin-2-yl)ethanamine derivatives. Substrates with other N-donor groups are also compatible with the amidation. This protocol proceeds at room temperature, has a relatively broad functional-group tolerance and high selectivity, and demonstrates the potential of rhodium(III) in the promotive functionalization of unreactive Csp3-H bonds. A rhodacycle having a SbF6- counterion was identified as a plausible intermediate. Giving direction: The title reaction leads to the successful functionalization of unreactive Csp3-H bonds in the presence of directing groups (DGs). A rhodacycle having a SbF6- counterion was isolated and is proposed to be a plausible intermediate.
Alkylation of Pyridine in Free Radical Chain Reactions Utilizing Alkylmercurials
Russell, Glen A.,Guo, Deliang,Khanna, Rajive K.
, p. 3423 - 3425 (2007/10/02)
Pyridines or N,N,N',N'-tetramethyl-p-phenylenediamine will undergo a photostimulated free radical chain reaction with alkylmercury halides or carboxylates, yielding ring alkylated substitution products.Alkene mercuration products (R1CH(Y)CH(R2)HgX with Y=HO, RO, CH3CONH; X=Cl, CH3CO2, CF3CO2) can be used without isolation for the alkylation reaction
Some Nucleophilic Addition Reactions of 2,5-Dihydropyridines: Synthesis of 2,3,6-Trialkyl(phenyl)-1,2,3,6-tetrahydropyridines and 2,3,6-Trialkyl(phenyl)pyridines
Francis, Robert F.,Howell, Howard M.,Fetzer, Donald T.
, p. 2213 - 2215 (2007/10/02)
A series of 2,5-dialkyl(phenyl)-2,5-dihydropyridines (2) was prepared by reacting 1-lithio-2-alkyl(phenyl)-1,2-dihydropyridines (1) with alkyl halides.The 2,5-dihydropyridines (2) are stable when maintained cold under a nitrogen atmosphere, and these compounds react with alkyl(phenyl)lithium compounds by nucleophilic addition to the C=N moiety.The resultant products are 2,3,6-trialkyl(phenyl)-1,2,3,6-tetrahydropyridines (4) which can be oxidized (selenium) to the corresponding 2,3,6-trialkylpyridines (5).
