157427-49-1Relevant articles and documents
Room temperature palladium-catalyzed 2-arylation of indoles
Deprez, Nicholas R.,Kalyani, Dipannita,Krause, Andrew,Sanford, Melanie S.
, p. 4972 - 4973 (2006)
This communication describes the rational development of a PdII-catalyzed method for the direct 2-arylation of indoles using [Ar-IIII-Ar]BF4. These reactions proceed under remarkably mild conditions (often at room temperature and in the presence of ambient air and moisture), and these features are believed to be the result of a PdII/IV mechanism operating in these systems. These transformations can be used to prepare functionally diverse 2-arylated indoles and pyrroles, and their potential utility has been expanded by the development of an in situ procedure for generating the iodine(III) arylating reagents. Copyright
Direct C-H bond activation: Palladium-on-carbon as a reusable heterogeneous catalyst for C-2 arylation of indoles with arylboronic acids
Bhattacharjee, Prantika,Bora, Utpal,Boruah, Purna K.,Das, Manash R.
, p. 7675 - 7682 (2020/06/09)
Direct C(sp2)-H bond functionalization of indoles with arylboronic acids is achieved using palladium supported on carbon as a reusable heterogeneous catalyst in the presence of an oxidant under mild conditions. The current protocol formed exclusive C-2 selective products without the aid of any ligand or directing group. The catalyst is reusable for up to four catalytic cycles with the retention of catalytic efficiency.
Mechanochemical Pd(II)-Catalyzed Direct and C-2-Selective Arylation of Indoles
Das, Dharmendra,Bhutia, Zigmee T.,Chatterjee, Amrita,Banerjee, Mainak
, p. 10764 - 10774 (2019/09/09)
A mechanochemical method for the preparation of synthetically useful 2-arylindoles is developed using Pd(II) as the catalyst in the absence of phosphine ligands in a ball-mill. The developed protocol is highly C-2 selective and tolerant of structural variations with electron-rich and electron-deficient substituents both in indoles and iodoarenes. Arylation is possible in both unprotected indoles and N-protected indoles with the electron-donating group with the former substrate being relatively slower to react and little less yielding. Indoles with a deactivated five-membered ring could also take part in the reaction with ease. The scalability of the reaction was demonstrated by conducting the reaction in the gram scale. In general, the reactions were achieved in a shorter time than the conventional methods.