1016705-85-3Relevant academic research and scientific papers
Copper-catalyzed one-pot synthesis of amide linked 1,2,3-triazoles bearing aryloxy skeletons
Asgari, Mohammad Sadegh,Bahadorikhalili, Saeed,Ghaempanah, Aram,Rashidi Ranjbar, Parviz,Rahimi, Rahmatollah,Abbasi, Alireza,Larijani, Bagher,Mahdavi, Mohammad
, (2021)
In this paper, novel amide linked 1,2,3-triazoles containing aryloxy derivatives (8a–l) are synthesized via copper-catalyzed one-pot sequential hydroxylation-O-alkylation/click reaction of 2-bromo-N-prop-2-ynyl-benzamides. The products are synthesized in an efficient way in high isolated yields. The synthetic method involves the use of 2-bromo-N-prop-2-ynyl-benzamide and various benzyl halides over a one-pot copper-catalyzed hydroxylation-O-alkylation/Click reaction. The products are characterized by 1H NMR, 13C NMR, mass spectrometry, FT-IR, elemental analysis, melting point, and single crystal X-ray diffraction. In-situ prepared phenol moiety in H2O/DMF as a solventco-solvent system prompted to perform a reaction between benzyl halide and phenols. The step economic feature of the method leads to the synthesis of the products in high isolated yields.
Palladium-Catalyzed Cascade Difluoroalkylation/Cyclization of N-Propargylamides: Synthesis of Oxazoles and Oxazolines
Ma, Jun-Wei,Wang, Qiang,Wang, Xin-Gang,Liang, Yong-Min
, p. 13296 - 13307 (2018/11/02)
A palladium-catalyzed process to construct oxazoles and oxazolines with broad functional-group tolerance has been developed, and the method introduces difluoromethyl groups into heterocycles in a one-pot fashion. This system uses a carbonyl oxygen as the acceptor for the addition of a vinylpalladium intermediate to achieve the cyclization. Oxazoline derivatives are generated as the Z-isomer with high stereoselectivity. Additionally, we validated the tentative mechanism of this reaction.
Base-Promoted Cycloisomerization for the Synthesis of Oxazoles and Imidazoles
Zhang, Lidan,Xiao, Ke,Qiao, Yan,Li, Xin,Song, Chuanjun,Chang, Junbiao
supporting information, p. 6913 - 6918 (2018/12/05)
Treatment of propargylamides or propargylamidines with cesium carbonate in DMSO results in the formation of the corresponding oxazoles or imidazoles in good yields. A large variety of substrates with various functional groups are tolerated. DFT study on a model substrate reveals that the reactions proceed via a sequence involving allene formation, intramolecular cyclization, and double-bond isomerization.
Catalytic hydrotrifluoromethylation of unactivated alkenes
Mizuta, Satoshi,Verhoog, Stefan,Engle, Keary M.,Khotavivattana, Tanatorn,O'Duill, Miriam,Wheelhouse, Katherine,Rassias, Gerasimos,Medebielle, Maurice,Gouverneur, Veronique
supporting information, p. 2505 - 2508 (2013/03/29)
A visible-light-mediated hydrotrifluoromethylation of unactivated alkenes that uses the Umemoto reagent as the CF3 source and MeOH as the reductant is disclosed. This effective transformation operates at room temperature in the presence of 5 mol % Ru(bpy)3Cl2; the process is characterized by its operational simplicity and functional group tolerance.
Facile, selective, and regiocontrolled synthesis of oxazolines and oxazoles mediated by ZnI2 and FeCl3
Senadi, Gopal Chandru,Hu, Wan-Ping,Hsiao, Jia-Shing,Vandavasi, Jaya Kishore,Chen, Chung-Yu,Wang, Jeh-Jeng
supporting information, p. 4478 - 4481 (2012/10/30)
An expedient method for a direct approach to the selective and regiocontrolled synthesis of 2-oxazolines and 2-oxazoles mediated by ZnI 2 and FeCl3 is described. A Lewis acid promoted cyclization of acetylenic amide with various func
Tungsten and molybdenum catalyst-mediated cyclisation of N-propargyl amides
Meng, Xiangjian,Kim, Sunggak
supporting information; experimental part, p. 4429 - 4431 (2011/07/29)
Tungsten and molybdenum catalysts were employed to promote the cyclisation of N-propargylic amides to afford the corresponding oxazolines or oxazines via 5-exo-dig or 6-endo-dig mode.
