96354-74-4Relevant academic research and scientific papers
Convenient and Reusable Manganese-Based Nanocatalyst for Amination of Alcohols
Subaramanian, Murugan,Ramar, Palmurukan M.,Sivakumar, Ganesan,Kadam, Ravishankar G.,Petr, Martin,Zboril, Radek,Gawande, Manoj B.,Balaraman, Ekambaram
, p. 4334 - 4341 (2021/08/25)
The development of new sustainable nanocatalytic systems for green chemical synthesis is a growing area in chemical science. Herein, a reusable heterogeneous N-doped graphene-based manganese nanocatalyst (Mn@NrGO) for selective N-alkylation of amines with alcohols is described. Mechanistic studies illustrate that the catalytic reaction follows a domino dehydrogenation-condensation-hydrogenation sequence of alcohols and amines with the formation of water as the sole by-product. The scope of the reaction is extended to the synthesis of pharmaceutically important N-alkylated amine intermediates. The heterogeneous nature of the catalyst made it easy to separate for long-term performance, and the recycling study revealed that the catalyst was robust and retained its activity after several recycling experiments.
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.
General synthesis of N-Alkylation of amines with secondary alcohols via hydrogen autotransfer
Subaramanian, Murugan,Midya, Siba P.,Ramar, Palmurukan M.,Balaraman, Ekambaram
supporting information, p. 8899 - 8903 (2019/11/14)
Direct catalytic N-alkylation of amines with secondary alcohols via hydrogen autotransfer (HA) strategy is very challenging and has been scarcely reported, even under precious metal catalysis. Herein, an efficient N-alkylation of amines, including benzyla
Efficient and practical catalyst-free-like dehydrative N-alkylation of amines and sulfinamides with alcohols initiated by aerobic oxidation of alcohols under air
Li, Xiaohui,Li, Shuangyan,Li, Qiang,Dong, Xu,Li, Yang,Yu, Xiaochun,Xu, Qing
supporting information, p. 264 - 272 (2015/12/30)
We developed simple and practical N-alkylation reactions of amines and sulfinamides with primary and secondary alcohols by using only catalytic amounts of air as the initiator without adding any external catalysts. This method has advantages of simple conditions, easy operation, and comparatively wider scope of substrates, providing an efficient and green catalyst-free-like alcohol-based dehydrative N-alkylation method. Mechanistic studies revealed that air initiated the reactions by aerobic oxidation of the alcohols to the key initiating aldehydes or ketones in the presence of bases.
Ruthenium(0)-catalyzed sp3 C-H bond arylation of benzylic amines using arylboronates
Dastbaravardeh, Navid,Schnuerch, Michael,Mihovilovic, Marko D.
supporting information; scheme or table, p. 1930 - 1933 (2012/05/31)
A Ru-catalyzed direct arylation of benzylic sp3 carbons of acyclic amines with arylboronates is reported. This highly regioselective and efficient transformation can be performed with various combinations of N-(2-pyridyl) substituted benzylamines and arylboronates. Substitution of the pyridine directing group in the 3-position proved to be crucial in order to achieve high arylation yields. Furthermore, the pyridine directing group can be removed in high yields via a two-step protocol.
THE REACTION OF α-DIKETONES WITH PRIMARY HETEROAROMATIC AMINES. SYNTHESIS AND REACTIONS OF IMIDAZOPYRIDIN-3(2H)-ONES AND N-HETEROARYL α-IMINOKETONES
Alcaide, Benito,Plumet, Joaquin,Sierra, Miguel
, p. 6841 - 6856 (2007/10/02)
The reaction of α-diketones with various primary heteroaromatic amines including pyridine, diazine, and azole derivatives has been studied.Benzils react with 2-amino-pyridines to give 2,2-diarylimidazopyridin-3(2H)-ones 1 as stable products, in goo
