860460-70-4Relevant articles and documents
Choline chloride/urea as a deep eutectic solvent/organocatalyst promoted three-component synthesis of 3-aminoimidazo-fused heterocycles via Groebke-Blackburn-Bienayme process
Shaabani, Ahmad,Hooshmand, Seyyed Emad
, p. 310 - 313 (2016)
The catalytic activity of urea-, metal- and organic acid-based/choline chloride deep eutectic solvents/organocatalysts was investigated for the synthesis of 3-aminoimidazo-fused heterocycles via a one-pot domino reaction of an aldehyde, an isocyanide and 2-aminoheterocycles. The urea-based/choline chloride system exhibited significant catalytic activity for the reaction and could be reused in four consecutive reactions with no considerable loss in catalytic activity.
Diverse Oxidative C(sp2)-N Bond Cleavages of Aromatic Fused Imidazoles for Synthesis of α-Ketoamides and N-(pyridin-2-yl)arylamides
Xu, Fangzhou,Wang, Yanyan,Xun, Xiwei,Huang, Yun,Jin, Zhichao,Song, Baoan,Wu, Jian
, p. 8411 - 8422 (2019/05/17)
An efficient and chemoselective C(sp2)-N bond cleavage of aromatic imidazo[1,2-a]pyridine molecules is developed. A broad scope of amide compounds such as α-ketoamides and N-(pyridin-2-yl)arylamides are afforded as the final products in up to quantitative yields. Diverse C-N bond cleavages are controlled by the oxidative species used in this transformation, with various amide products afforded in a chemoselective fashion. A preliminary study indicated that some α-ketoamides exhibit anti-Tobacco Mosaic Virus activity for potential use in plant protection.
Visible-light-activated C-C and C-N bond formation in the synthesis of imidazo[1,2-: A] pyridines and imidazo[2,1- b] thiazoles under catalyst and solvent-free conditions
Shivhare, Km Neha,Jaiswal, Manish K.,Srivastava, Anushree,Tiwari, Saurabh K.,Siddiqui
, p. 16591 - 16601 (2018/10/24)
The formation of a 3-aminoimidazo-fused heterocyclic compound and its derivatives through a multicomponent one-pot reaction, activated by visible light, is reported. The noticeable feature of this protocol is the utilization of a universally available energy source to activate the reaction. The reported methodology is the first protocol that represents the implementation of visible light for this Ugi-type synthesis from 2-aminoheterocycles, aldehydes, and isocyanides as well as offers the advantages of improved selectivity, outstanding yields, solvent and catalyst-free conditions, environmental sustainability and convenient access to starting materials.