57826-37-6Relevant articles and documents
Copper-Catalyzed Sequential C(sp2)/C(sp3)?H Amination of 2-Vinylanilines with N-Fluorobenzenesulfonimide
Cao, Wen-Bin,Xu, Xiao-Ping,Ji, Shun-Jun
, p. 1771 - 1776 (2019)
An oxidative C?H diamination of 2-vinylanilines with N-fluorobenzenesulfonimide (NFSI) was developed for the efficient synthesis of indole frameworks. The reaction proceeded via sequential intra-/intermolecular diamination of C(sp2)?H and C(sp3)?H bond, incorporating one nitrogen from the substrate and the other nitrogen from the NFSI. (Figure presented.).
Regioselective hydroarylation reactions of C3 electrophilic N-acetylindoles activated by FeCl3: An entry to 3-(Hetero)arylindolines
Beaud, Rodolphe,Guillot, Regis,Kouklovsky, Cyrille,Vincent, Guillaume
supporting information, p. 7492 - 7500 (2014/06/23)
A method for the direct and rare umpolung of the 3 position of indoles is reported. The activation of N-acetylindole with iron(III) chloride allows the C-H addition of aromatic and heteroaromatic substrates to the C2-C3 double bond of the indole nucleus to generate a quaternary center at C3 and leads regioselectively to 3-arylindolines. Optimization, scope (50 examples), practicability (gram scale, air atmosphere, room temperature), and mechanistic insights of this process are presented. Synthetic transformations of the indoline products into drug-like compounds are also described.
Ir(I)-catalyzed C-H bond alkylation of C2-position of indole with alkenes: Selective synthesis of linear or branched 2-alkylindoles
Pan, Shiguang,Ryu, Naoto,Shibata, Takanori
supporting information, p. 17474 - 17477,4 (2012/12/12)
A cationic iridium-catalyzed C2-alkylation of N-substituted indole derivatives with various alkenes has been developed, which selectively gives linear or branched 2-alkylindoles in high to excellent selectivity. This protocol relies on the use of the carbonyl group on the nitrogen atom of indole as a directing group: a linear product was predominant when an acetyl group was used as a directing group, and a branched product was predominant with a benzoyl group.