76609-17-1Relevant academic research and scientific papers
Palladium-catalyzed tandem addition/cyclization in aqueous medium: Synthesis of 2-arylindoles
Yu, Shuling,Hu, Kun,Gong, Julin,Qi, Linjun,Zhu, Jianghe,Zhang, Yetong,Cheng, Tianxing,Chen, Jiuxi
, p. 4300 - 4307 (2017/07/10)
An efficient protocol to construct 2-arylindoles was developed through palladium-catalyzed tandem addition/cyclization of potassium aryltrifluoroborates with aliphatic nitriles in aqueous medium. The use of water as the reaction medium makes the synthesis process environmentally benign. A plausible mechanism for the formation of 2-arylindoles involving sequential nucleophilic addition followed by an intramolecular cyclization is proposed. Moreover, the utility of this catalytic tandem transformation was also demonstrated in an efficient gram-scale synthesis. This method provides an alternative synthetic tool for accessing a more diverse array of 2-arylindoles.
The Development of a Palladium-Catalyzed Tandem Addition/Cyclization for the Construction of Indole Skeletons
Yu, Shuling,Qi, Linjun,Hu, Kun,Gong, Julin,Cheng, Tianxing,Wang, Qingzong,Chen, Jiuxi,Wu, Huayue
, p. 3631 - 3638 (2017/04/11)
A palladium-catalyzed tandem addition/cyclization of 2-(2-aminoaryl)acetonitriles with arylboronic acids has been developed for the first time, achieving a new strategy for direct construction of indole skeletons. This system shows good functional group tolerance and remarkable chemoselectivity. In particular, the halogen (e.g., bromo and iodo) substituents are amenable to further synthetic elaborations thereby broadening the diversity of the products. Preliminary mechanistic experiments indicate that this transformation involves sequential nucleophilic addition followed by an intramolecular cyclization.
Synthesis and potent antifungal activity against Candida species of some novel 1H-benzimidazoles
Goeker, Hakan,Alp, Mehmet,Ates-Alagoez, Zeynep,Yildiz, Sulhiye
experimental part, p. 936 - 948 (2009/12/05)
(Chemical Equation Presented) A series of 47 novel N1-alkylated- 2-aryl-5(6)-substituted-1H-benzimidazoles and their three novel indole analogues were synthesized and evaluated for in vitro antifungal activities against Candida species by the tube dilution method. The results showed that compounds 79 and 80, having pyridine at the position C-2, of benzimidazoles exhibited the greatest activity with MIC values of 6.25-3.12 μg/mL. Indole analogues 108-110 have no inhibitory activity.
Synthesis of Some New Fluorinated Indoles and Benzindoles through Pyridinium Ylids
Bansal, R. K.,Bhagchandani, Gope
, p. 801 - 802 (2007/10/02)
Three fluorinated phenacylpyridinium bromides (1a-c) have been prepared and reacted with various anilines to obtain 2-(fluoroaryl)indoles (3a-r).A similar reaction of 1 with 1- and 2-naphthylamines furnishes 2-(fluoroaryl)-1H-benzindoles (4a-c) and 2-(fluoroaryl)-3H-benzindoles (5a-c), respectively.All the products have been identified on the basis of elemental analyses, IR, PMR and 19F NMR spectra.
