13228-39-2Relevant articles and documents
Atom Efficient Magnesiation of N-Substituted Alkyl Indoles with a Mixed Sodium-Magnesium Base
Stevens, Michael A.,Blair, Victoria L.
, p. 74 - 79 (2018)
This study presents the alkali metal mediated magnesiation (AMMMg) of three N-alkylated indoles with the mixed Na/Mg base [(TMEDA)Na(TMP)2Mg(CH2SiMe3)] 1 (TMEDA = N,N,N′,N′-tetramethylethylenediamine, TMP = 2,2,6,6-tetramethylpiperidine). All three magnesiated indoles have been successfully characterised by single-crystal X-ray diffraction and solution state NMR studies, whereas iodolysis and Pd-catalysed cross coupling have been investigated. The steric nature of the N-alkyl group changes the reactivity and efficiency of 1 to give either atom efficient disodium tetraindol-2-ylmagnesiates [(Na-TMEDA)2Mg(α-C9H8N)4] 2 and [(Na-TMEDA)2Mg(α-C10H11N)4] 3, or [(TMEDA)Na(TMP)(α-C11H12N)Mg(TMP)] 4, whereby only one indole molecule is selectively deprotonated.
In Situ Preparation of Palladium Nanoparticles for C-2 Selective Arylation of Indoles in Agro-Waste Extract Based Mixed Solvents
Jin, Weiwei,Liu, Chenjiang,Liu, Tianxiang,Sun, Yajun,Wang, Bin,Wang, Rui,Xia, Yu,Zhang, Yonghong
supporting information, p. 2470 - 2473 (2021/06/25)
An efficient and practical method for the in situ generation of palladium nanoparticles was successfully established in a water extract of pomelo peel ash. The produced palladium nanoparticles were characterized by energy-dispersive X-ray spectroscopy elemental mapping, field emission scanning electron microscopy, high-resolution transmission electron microscope, X-ray powder diffraction, and showed high catalytic activity for selective C-2 arylation of indoles. A series of 2-arylindoles were smoothly installed in moderate to good yields through the direct palladium-catalyzed cross-coupling reactions of indoles and iodoarenes without external ligand, base, oxidant, and preinstallation directing group.
A highly efficient and recyclable Fe3O4 magnetic nanoparticle immobilized palladium catalyst for the direct C-2 arylation of indoles with arylboronic acids
Zhang, Lei,Li, Pinhua,Liu, Can,Yang, Jin,Wang, Min,Wang, Lei
, p. 1979 - 1988 (2014/06/24)
A highly efficient Fe3O4 magnetic nanoparticle (MNP) immobilized palladium catalyst was prepared and applied to the direct C-2 arylation of indoles with arylboronic acids. The reactions generated the corresponding cross-coupling products in good yields. In addition, the supported catalyst with low loading (2.0 mol%) showed high stability and could be recovered and reused 8 times without significant loss of activity. The Royal Society of Chemistry 2014.