1401518-68-0Relevant articles and documents
Copper-Catalyzed Direct Arylation of Indoles and Related (Hetero)arenes: A Ligandless and Solvent-free Approach
Pandey, Dilip K.,Shabade, Anand B.,Punji, Benudhar
supporting information, p. 2534 - 2540 (2020/05/06)
A ligandless and solvent-free copper-catalyzed method for the regioselective C?H bond arylation of indoles and related heteroarenes is reported. The use of CuCl efficiently catalyzes the direct coupling of diverse heteroarenes with aryl iodides via chelation-assistance. This reaction could tolerate sensitive and structurally diverse functionalities, including halides, ethers, thioethers, amines, indolyl, pyrrolyl and carbazolyl groups. The directing group, 2-pyridinyl can be smoothly removed to generate C-2 arylated free-NH indoles, and the arylated indoles can further be functionalized into Tryptamine derivatives. Preliminary mechanistic study revealed a radical pathway for the arylation reaction. (Figure presented.).
Ruthenium-catalyzed synthesis of indole derivatives from: N -aryl-2-aminopyridines and alpha-carbonyl sulfoxonium ylides
Cui, Xin-Feng,Ban, Zi-Hui,Tian, Wa-Fa,Hu, Fang-Peng,Zhou, Xiao-Qiang,Ma, Hao-Jie,Zhan, Zhen-Zhen,Huang, Guo-Sheng
, p. 240 - 243 (2019/01/10)
Indole is a ubiquitous structural motif with important applications in many areas of chemistry. Given this, a simple and efficient Ru(ii)-catalyzed synthesis of indole via intermolecular annulation of N-aryl-2-aminopyridines and sulfoxonium ylides was proposed and accomplished. Excellent selectivity and good functional group tolerance of this transformation were observed. This protocol provides easy access to a wide variety of useful indoles in the presence of a commercially available [Ru(p-cymene)Cl2]2 catalyst. A possible mechanism for the reaction pathway was also proposed. More importantly, this reaction will offer a useful method for the construction of enantioenriched indole frameworks.
Synthesis of 2-Arylindoles through Pd(II)-Catalyzed Cyclization of Anilines with Vinyl Azides
Jie, Lianghua,Wang, Lianhui,Xiong, Dan,Yang, Zi,Zhao, Di,Cui, Xiuling
, p. 10974 - 10984 (2018/09/06)
Vinly azides are featured as electrophiles, nucleophiles, and radical acceptors in synthetic chemistry and have emerged as rapid and versatile synthons in the preparation of N-heterocyclic systems. Herein, a novel approach to 2-arylindoles via Pd(II)-catalyzed cyclization reaction of anilines with vinyl azides has been achieved, which furnishes the versatile 2-arylindoles with high efficieny and excellent regioselectivity.