784183-53-5Relevant academic research and scientific papers
Ni-Catalyzed Reductive Coupling of Alkynes and Amides to Access Multi-Functionalized Indoles
Cho, Eun Jin,Iqbal, Naeem,Min, Kwan Hong
supporting information, (2022/02/05)
A nickel-catalyzed reductive coupling of alkynes and amides, followed by base-free transmetalation, proceeded selectively in the presence of an uncommon bidentate primary aminophosphine ligand to access highly functionalized indoles comprising biologically important trifluoromethyl groups and challenging electron-rich alkenyl groups at the 2-and 3-positions, respectively. Indole molecules were installed within natural products or drug molecules under mild conditions, and a trifluoromethylated analogue of a drug molecule (pravadoline) was also synthesized.
Regio- and chemoselective n-1 acylation of indoles: Pd-catalyzed domino cyclization to afford 1,2-fused tricyclic indole scaffolds
Liu, Yongxian,Huang, Yuanqiong,Song, Hongjian,Liu, Yuxiu,Wang, Qingmin
supporting information, p. 5337 - 5340 (2015/03/30)
A concise method for the synthesis of 1,2-fused tricyclic indole scaffolds by domino cyclization involving a Pd-catalyzed Sonogashira coupling, indole cyclization, regio- and chemoselective N-1 acylation, and 1,4-Michael addition is reported. This method
Self-induced stereoselective in situ trifluoromethylation: Preparation of spiro[indoline-3,3′-quinoline] via palladium-catalyzed cascade reaction
Song, Hongjian,Liu, Yongxian,Liu, Yuxiu,Wang, Qingmin
supporting information, p. 3240 - 3243 (2014/07/08)
An efficient method to prepare 1′H-spiro[indoline-3,3′- quinoline]-2′,4′-diones and their trifluoromethylated products was developed via a palladium-catalyzed Sonogashira coupling/Wacker-type oxypalladation/cyclization cascade reaction. The amount of wate
An efficient, microwave-assisted, one-pot synthesis of indoles under Sonogashira conditions
Chen, Yu,Markina, Nataliya A.,Larock, Richard C.
experimental part, p. 8908 - 8915 (2009/12/08)
A microwave-assisted, one-pot, three-component coupling reaction for the synthesis of indoles has been developed. The reaction is carried out in two steps under standard Sonogashira coupling conditions from an N-substituted/N,N-disubstituted 2-iodoaniline and a terminal alkyne, followed by the addition of acetonitrile and an aryl iodide. A variety of polysubstituted indoles have been prepared in moderate to excellent yields using the present method.
Acetonitrile-mediated synthesis of 2,4-dichloroquinoline from 2-ethynylaniline and 2,4-dichloroquinazoline from anthranilonitrile
Lee, Jae Hak,Lee, Byoung Se,Shin, Hyunik,Nam, Do Hyun,Chi, Dae Yoon
, p. 65 - 68 (2007/10/03)
2,4-Dichloroquinolines and 2,4-dichloroquinazolines were synthesized from 2-ethynylanilines and anthranilonitriles, respectively, using diphosgene in acetonitrile and heating at 130 °C or 150 °C for 12 hours. This reaction was applied to the synthesis of 4,6-dichloropyrazolo[3,4-d]pyrimidine (dichloro-9H-isopurine). The postulated mechanism is also described. Georg Thieme Verlag Stuttgart.
