34611-07-9Relevant articles and documents
Investigation of the mechanism of decyanation of 2,2-diphenylpropionitrile induced by LiAlH4
Mattalia, Jean-Marc,Bodineau, Nicolas,Negrel, Jean-Claude,Chanon, Michel
, p. 233 - 236 (2000)
The LiAlH4 reduction of 2,2-diphenylpropionitrile (4) in THF yields a mixture of the hycrocarbon 6 and the expected amine 5. Medium effects and reduction with LiAID4 suggest a mechanism involving the attack of the hydride reagent on the cyano carbon atom followed by the fragmentation of the formed imine salt intermediate. Copyright
Synthesis of indolines by copper-mediated intramolecular aromatic C-H amination
Takamatsu, Kazutaka,Hirano, Koji,Satoh, Tetsuya,Miura, Masahiro
, p. 3242 - 3249 (2015/03/30)
A Cu(OAc)2-mediated intramolecular aromatic C-H amination proceeds with the aid of a picolinamide-type bidentate coordination group to deliver the corresponding indolines in good yields. The reaction occurs smoothly even under noble-metal-free conditions, and in some cases the use of an MnO2 terminal oxidant renders the process catalytic in Cu. The mild oxidation aptitude of Cu(OAc)2 and/or MnO2 accommodates the formation of electron-rich thiophene-and indole-fused indoline analogues. The Cu-based system can provide an effective approach to various indolines of potent interest in pharmaceutical and medicinal chemistry.