13310-25-3Relevant academic research and scientific papers
Selective Acid-Catalyzed Hydroarylation of Nonactivated Alkenes with Aniline Assisted by Hexafluoroisopropanol
De Oliveira Vigier, Karine,Humblot, Anaelle,Jér?me, Fran?ois,Jiang, Fan,Peng, Gongming,Pera-Titus, Marc,Wischert, Raphael
, p. 17896 - 17905 (2021/12/13)
The catalytic hydroarylation of nonactivated alkenes with aniline is a reaction of high interest, aiming at providing C-functionalized aniline derivatives that are important precursors for the fabrication of polyurethanes. However, this reaction remains a
Nickel-Catalyzed Amination of Aryl Thioethers: A Combined Synthetic and Mechanistic Study
Bismuto, Alessandro,Delcaillau, Tristan,Müller, Patrick,Morandi, Bill
, p. 4630 - 4639 (2020/05/19)
Herein, we report a nickel-1,2-bis(dicyclohexylphosphino)ethane (dcype) complex for the catalytic Buchwald-Hartwig amination of aryl thioethers. The protocol shows broad applicability with a variety of different functional groups tolerated under the catalytic conditions. Extensive organometallic and kinetic studies support a nickel(0)-nickel(II) pathway for this transformation and revealed the oxidative addition complex as the resting state of the catalytic cycle. All the isolated intermediates have proven to be catalytically and kinetically competent catalysts for this transformation. The fleeting transmetalation intermediate has been successfully synthesized through an alternative synthetic organometallic pathway at lower temperature, allowing for in situ NMR study of the C-N bond reductive elimination step. This study addresses key factors governing the mechanism of the nickel-catalyzed Buchwald-Hartwig amination process, thus improving the understanding of this important class of reactions.
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
N-Alkylation of amines through hydrogen borrowing over a heterogeneous Cu catalyst
Santoro, Federica,Psaro, Rinaldo,Ravasio, Nicoletta,Zaccheria, Federica
, p. 2596 - 2600 (2014/01/06)
Substitution of alkylhalides for the synthesis of amines is a relevant target for synthetic chemists. Secondary amines can be obtained in a one pot-one step reaction from secondary and benzylic alcohols and aniline over a heterogeneous copper catalyst. The process does not require any additive, is intrinsically safe and produces no waste.
Ni-Cu/γ-Al2O3 catalyzed N-alkylation of amines with alcohols
Sun, Jian,Jin, Xiaodong,Zhang, Fengwei,Hu, Wuquan,Liu, Juntao,Li, Rong
experimental part, p. 30 - 33 (2012/07/17)
A γ-Al2O3 supported Ni and Cu bimetallic nanoparticles catalyst (45 wt.% Ni, Ni/Cu mass ratio = 4.5/1.0) is prepared by electroless plating method for the N-alkylation of amines with alcohols under base and Lewis acidic cocatalyst conditions. The catalyst afforded fast conversions, high selectivity for amines and alcohols with various structures under an Ar atmosphere in o-xylene. Furthermore, catalyst still has a stable catalytic activity after two consecutive cycles regenerated.
An unusual peroxide-mediated amination of cycloalkanes with nitroarenes
Deng, Guojun,Chen, Wenwen,Li, Chao-Jun
body text, p. 353 - 356 (2009/10/25)
A direct amination of simple cycloalkanes with nitroarenes mediated by peroxides has been discovered. Various secondary arylamines were obtained efficiently from cycloalkanes. The reaction tolerates a wide range of functionalities as well as aqueous condi
Rapid microwave-assisted reductive amination of ketones with anilines
Bailey, Helen V.,Heaton, Wesley,Vicker, Nigel,Potter, Barry V. L.
, p. 2444 - 2448 (2008/02/10)
Using microwave technology, a new protocol has been developed that improves the reaction rate and overall efficiency of the direct reductive amination of ketones with anilines. When using sodium triacetoxyborohydride as the reducing agent, high product yi
Proton-catalyzed hydroamination and hydroarylation reactions of anilines and alkenes: A dramatic effect of counteranions on reaction efficiency
Anderson, Laura L.,Arnold, John,Bergman, Robert G.
, p. 14542 - 14543 (2007/10/03)
The anilinium salt, [PhNH3][B(C6F5)4], has been identified as a catalyst for the hydroamination and hydroarylation of several different types of alkenes with anilines. The weakly coordinating counterion of this
