865761-52-0Relevant articles and documents
Efficient Pd-catalyzed amination of heteroaryl halides
Charles, Mark D.,Schultz, Phillip,Buchwald, Stephen L.
, p. 3965 - 3968 (2005)
(Chemical Equation Presented) The Pd-catalyzed amination of a variety of heteroaryl halides has been accomplished by utilizing bulky electron-rich biaryl phosphine ligands. In particular, we report the first couplings of amines with chloro- and bromoindoles bearing a free NH, as well as the first Pd-catalyzed aminations of a 5-halopyrimidine.
A visible-light-mediated synthesis of carbazoles
Hernandez-Perez, Augusto C.,Collins, Shawn K.
supporting information, p. 12696 - 12700 (2013/12/04)
The photosynthetic preparation of N-aryl- and N-alkyl-bearing carbazoles utilizes continuous flow, visible light, and an in situ formed Cu-based sensitizer (see picture). The method is mild and efficient, and allows the straightforward synthesis of a variety of carbazoles with different substituents, heterocycles, and complex carbon architectures. Copyright
Pd-catalyzed aryl amination mediated by well defined, N-heterocyclic carbene (NHC)-Pd precatalysts, PEPPSI
Organ, Michael G.,Abdel-Hadi, Mirvat,Avola, Stephanie,Dubovyk, Igor,Hadei, Niloufar,Kantchev, Eric Assen B.,O'Brien, Christopher J.,Sayah, Mahmoud,Valente, Cory
experimental part, p. 2443 - 2452 (2009/04/08)
Pd-N-heterocyclic carbene (NHC)-catalyzed Buchwald-Hartwig animation protocols mediated by Pd-PEPPSI precatalysts is described. These protocols provide access to a range of hindered and functionalized drug-like aryl amines in high yield with both electron-deficient and electron-rich aryl- and heteroaryl chlorides and bromides. Variations in solvent polarity, base and temperature are tolerated, enhancing the scope and utility of this protocol. A mechanistic rationalization for base strength (pKb) requirements is also provided.