91180-45-9Relevant academic research and scientific papers
Ligand-Enabled Gold-Catalyzed C(sp2)-N Cross-Coupling Reactions of Aryl Iodides with Amines
Akram, Manjur O.,Das, Avishek,Chakrabarty, Indradweep,Patil, Nitin T.
supporting information, p. 8101 - 8105 (2019/10/11)
The first example of ancillary (P,N)-ligand-enabled gold-catalyzed C-N cross-coupling reactions of aryl iodides with amines is reported. The high generality of the reaction in de novo synthesis, late-stage modifications, and cascade processes to access functionalized indolinones and carbazoles underscores the synthetic potential of the presented strategy. Monitoring the reaction with ESI-HRMS and NMR provided strong evidence for the in situ formation of putative high valent Au(III) intermediates.
Selective Monoarylation of Primary Anilines Catalyzed by Pd(dippf) and its Application in OLED Component Synthesis
Grünberg, Matthias F.,Jia, Fan,Rivas-Nass, Andreas,Goo?en, Lukas J.
supporting information, p. 1589 - 1594 (2016/10/13)
Palladium 1,1′-bis(diisopropylphosphino)-ferrocene [Pd(dippf)] complexes were found to promote the monoarylation of primary anilines with unprecedented selectivities. They also allow the sequential arylation of primary anilines with two different aryl bromides in one pot. The reactions can be performed at low catalyst loadings (0.2 mol%) and high substrate concentrations. The synthetic utility of the optimum catalyst was demonstrated by the synthesis of various di- and triarylamines. A particular focus was set on compounds with carbazole and fluorene moieties as employed in state-of-the-art small-molecule organic light emitting diodes (OLEDs). (Figure presented.).
A mild and efficient palladium-catalyzed cyanation of aryl chlorides with K4[Fe(CN)6]
Yeung, Pui Yee,So, Chau Ming,Lau, Chak Po,Kwong, Fuk Yee
supporting information; experimental part, p. 648 - 651 (2011/04/15)
An efficient palladium-catalyzed cyanation of aryl chlorides is established. In the presence of a highly effective Pd/CM-phos catalyst, cyanation of aryl chlorides proceeds at 70 °C in general, which is the mildest reaction temperature achieved so far for this process. Common functional groups such as keto, aldehyde, ester, nitrile and-NH2, and heterocyclic coupling partners including N-H indoles are well tolerated. Moreover, a sterically hindered nonactivated ortho,ortho-disubstituted electrophile is shown to be a feasible coupling partner in cyanation.
Pyrrole-2-carboxylic acid as a ligand for the Cu-catalyzed reactions of primary anilines with aryl halides
Altman, Ryan A.,Anderson, Kevin W.,Buchwald, Stephen L.
, p. 5167 - 5169 (2008/12/20)
(Chemical Equation Presented) Pyrrole 2-carboxylic acid (L5) was found to be an effective ligand for the Cu-catalyzed monoarylation of anilines with aryl iodides and bromides. Under the reported conditions (10% CuI/20% L5/DMSO/K 3PO4
