35498-29-4Relevant academic research and scientific papers
Cu-catalyzed cross-coupling of methyl ketones and pyridin-2-amines for the synthesis of N-(2-pyridyl)-α-ketoamides
Chen, Ali,Guo, Pengfeng,Lin, Haoming,Liu, Xiang,Rao, Chuixiong,Yang, Daji,Yu, Yue
, p. 417 - 421 (2020/11/30)
An efficient copper-catalyzed strategy for the synthesis of α-ketoamides via cross-coupling of methyl ketones and pyridin-2-amines is described. This transformation has provided a simple process for the formation of C?N and C=O bonds to prepare α-ketoamid
Copper(I)-catalysed aerobic oxidative selective cleavage of C[sbnd]C bond with DMAP: Facile access to N-substituted benzamides
Ma, Haojie,Lu, Guoqiang,Han, Bo,Huang, Guosheng,Zhang, Yuqi,Wang, Ji-Jiang
supporting information, (2021/06/15)
A base/DMAP system for efficient oxidative cleavage of C(CO)–C(alkyl) bond to generate N-substituted benzamides has been developed in the presence of copper(I) chloride. The usage of inexpensive copper catalyst, broad substrate scope, mild conditions make
Direct Transformation of Alkylarenes into N-(Pyridine-2-yl)amides by C(sp3)–C(sp3) Bond Cleavage
Zhou, Haipin,Liu, Yanpeng,Xia, Haidong,Xu, Jinyi,Wang, Tingfang,Xu, Shengtao
, p. 6468 - 6473 (2020/10/02)
C(sp3)–H bond functionalization and C(sp3)–C(sp3) bond cleavage are very challenging transformations in chemistry. Herein, we report a mild and green methodology for the construction of N-(pyridine-2-yl)amides via tandem C(sp3)–H activation/C–C bond cleavage of alkylarenes. Various N-heterocyclic amides were directly synthesized from alkylarenes in water in moderate to good yields.
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.
Chemodivergent synthesis of: N -(pyridin-2-yl)amides and 3-bromoimidazo[1,2- a] pyridines from α-bromoketones and 2-aminopyridines
Liu, Yanpeng,Lu, Lixue,Zhou, Haipin,Xu, Feijie,Ma, Cong,Huang, Zhangjian,Xu, Jinyi,Xu, Shengtao
, p. 34671 - 34676 (2019/11/13)
N-(Pyridin-2-yl)amides and 3-bromoimidazo[1,2-a]pyridines were synthesized respectively from α-bromoketones and 2-aminopyridine under different reaction conditions. N-(Pyridin-2-yl)amides were formed in toluene via C-C bond cleavage promoted by I2/s
Synthesis method of N-heterocyclic acylamide derivative
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Paragraph 0020; 0021; 0022, (2019/01/14)
The invention discloses a synthesis method of an N-heterocyclic acylamide derivative. A reaction general formula is as shown in the specification. According to the synthesis method, an imidazo heterocyclic amine compound I is taken as a raw material; unde
Metal-Free Synthesis of N-(Pyridine-2-yl)amides from Ketones via Selective Oxidative Cleavage of C(O)-C(Alkyl) Bond in Water
Liu, Yanpeng,Sun, Honghao,Huang, Zhangjian,Ma, Cong,Lin, Aijun,Yao, Hequan,Xu, Jinyi,Xu, Shengtao
, p. 14307 - 14313 (2019/01/03)
The TBHP/TBAI-mediated synthesis of N-(pyridine-2-yl)amides in water from ketones and 2-aminopyridine via direct oxidative C-C bond cleavage has been developed. A series of ketones, including more challenging inactive aromatic ketones substituted with div
Cross-Coupling of Primary Amides to Aryl and Heteroaryl Partners Using (DiMeIHeptCl)Pd Promoted by Trialkylboranes or B(C6F5)3
Sharif, Sepideh,Day, Jonathan,Hunter, Howard N.,Lu, Yu,Mitchell, David,Rodriguez, Michael J.,Organ, Michael G.
supporting information, p. 18436 - 18439 (2018/01/08)
Boron-derived Lewis acids have been shown to effectively promote the coupling of amide nucleophiles to a wide variety of oxidative addition partners using Pd-NHC catalysts. Through a combination of NMR spectroscopy and control studies with and without oxygen and radical scavengers, we propose that boron-imidates form under the basic reaction conditions that aid coordination of nitrogen to Pd(II), which is rate limiting, and directly delivers the intermediate for reductive elimination.
Copper(i)-catalysed oxidative C-N coupling of 2-aminopyridine with terminal alkynes featuring a CC bond cleavage promoted by visible light
Ragupathi, Ayyakkannu,Sagadevan, Arunachalam,Lin, Chun-Cheng,Hwu, Jih-Ru,Hwang, Kuo Chu
supporting information, p. 11756 - 11759 (2016/10/07)
Facile visible-light promoted copper-catalyzed aerobic oxidative C-N coupling between 2-aminopyridine and terminal alkynes at room temperature via CC triple bond cleavage is described. This reaction allows direct synthesis of biologically important pyridy
Metal-free TBHP-mediated oxidative ring openings of 2-arylimidazopyridines via regioselective cleavage of C-C and C-N bonds
Yan, Kelu,Yang, Daoshan,Wei, Wei,Li, Guoqing,Sun, Mingyang,Zhang, Qingyun,Tian, Laijin,Wang, Hua
, p. 100102 - 100105 (2015/12/05)
A highly regioselective TBHP-mediated ring opening of imidazopyridines via cleavage of C-C and C-N bonds has been achieved for the first time to afford N-(pyridin-2-yl)benzamides. Preliminary mechanistic investigations revealed that the present metal-free
