68134-77-0Relevant academic research and scientific papers
Ruthenium-Catalyzed Reductive Arylation of N-(2-Pyridinyl)amides with Isopropanol and Arylboronate Esters
Ronson, Thomas O.,Renders, Evelien,Van Steijvoort, Ben F.,Wang, Xubin,Wybon, Clarence C. D.,Prokopcová, Hana,Meerpoel, Lieven,Maes, Bert U. W.
, p. 482 - 487 (2019/01/04)
A new three-component reductive arylation of amides with stable reactants (iPrOH and arylboronate esters), making use of a 2-pyridinyl (Py) directing group, is described. The N-Py-amide substrates are readily prepared from carboxylic acids and PyNH2, and the resulting N-Py-1-arylalkanamine reaction products are easily transformed into the corresponding chlorides by substitution of the HN-Py group with HCl. The 1-aryl-1-chloroalkane products allow substitution and cross-coupling reactions. Therefore, a general protocol for the transformation of carboxylic acids into a variety of functionalities is obtained. The Py-NH2 by-product can be recycled.
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
Nickel (II)-Catalyzed efficient aminocarbonylation of unreactive alkanes with formanilides—Exploiting the deformylation behavior of imides
Han, Zhang,Chaowei, Dai,Lice, Liu,Hongfei, Ma,Hongzhong, Bu,Yufeng, Li
, p. 3712 - 3718 (2018/05/29)
Challenging functionalization of C(sp3)-H has recently attracted much attention of organic chemists. In this paper, we developed a Ni(acac)2-catalyzed activation of unreactive alkanes with formanilides in the presence of carbon monoxide to furnish moderate to excellent yields of amides. This is the first example of aminocarbonylation of inert alkanes using nickel-based catalyst, and formanilides is disclosed to be an interesting amine source owing to the peculiar deformylation nature of imide intermediates.
Transformation of aldehydes or alcohols to amides at room temperature under aqueous conditions
Dong, Dao-Qing,Hao, Shuang-Hong,Zhang, Hui,Wang, Zu-Li
, p. 1597 - 1599 (2017/07/17)
A novel and efficient method for the synthesis of amide has been developed. The reactions proceeded smoothly under aqueous conditions at room temperature and generated the corresponding products in good to excellent yields. It is worth noting that alkyl amines which did not react in known approaches are well tolerated in our system.
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 oxidative amidation of aldehydes with aminopyridines employing aqueous hydrogen peroxide
Sankari Devi,Alanthadka, Anitha,Tamilselvi,Nagarajan, Subbiah,Sridharan, Vellaisamy,Maheswari, C. Uma
supporting information, p. 8228 - 8231 (2016/09/09)
The first metal free report on the amidation of aldehydes with aminopyridines was accomplished using simple aqueous hydrogen peroxide (aq. H2O2) as the oxidant. No catalysts or additives were needed for this transformation and the reaction proceeded in water, an environmentally benign reaction medium. Green oxidant and reaction conditions, and the ability to construct diverse N-(pyridin-2-yl)benzamide by this elegant method render it a practical alternative for the synthesis of these amides.
Copper-catalyzed highly efficient oxidative amidation of aldehydes with 2-aminopyridines in an aqueous micellar system
Patel, Om P. S.,Anand, Devireddy,Maurya, Rahul K.,Yadav, Prem P.
supporting information, p. 3728 - 3732 (2015/07/15)
An environmentally benign protocol for the synthesis of N-(pyridine-2-yl)amides from aldehydes and 2-aminopyridines has been developed under mild reaction conditions. This approach requires Cu(OTf)2 as a catalyst, and inexpensive molecular iodi
Photoinitiated carbonylation with [11C]carbon monoxide using amines and alkyl iodides
Itsenko, Oleksiy,Kihlberg, Tor,Langstroem, Bengt
, p. 4356 - 4360 (2007/10/03)
Photoinitiated radical carbonylation with [11C]carbon monoxide at low concentration was employed in syntheses of carbonyl-11C- labeled amides using alkyl iodides and amines as precursors. Eleven 11C-amides were synthesized
Synthesis of NCA [carbonyl-11C]amides by direct reaction of in situ generated [11C]carboxymagnesium halides with amines under microwave-enhanced conditions
Lu, Shui-Yu,Hong, Jinsoo,Pike, Victor W.
, p. 1249 - 1259 (2007/10/03)
No-carrier-added (NCA) aromatic and aliphatic [carbonyl- 11C]amides were rapidly (11C]carboxymagnesium halides generated in situ from Grignard reagents and cyclotronproduced [11C]carbon dioxide. In this system cyclohexylcarboxymagnesium chloride (1b) is more reactive than 4-fluorophenylcarboxymagnesium bromide (2b) and primary amines (e.g. aniline, aminopyridines) far more reactive than secondary amines (e.g. 2-(methylamino)pyridine). The scope of the reaction was widened considerably by the application of microwaves, which allowed reactions to be carried out at much higher temperature than the boiling point of the solvent (i.e. tetrahydrofuran, b.p. 67°C). Copyright
