71182-60-0Relevant academic research and scientific papers
Palladium catalyzed hydrodefluorination of fluoro-(hetero)arenes
Gair, Joseph J.,Grey, Ronald L.,Giroux, Simon,Brodney, Michael A.
supporting information, p. 2482 - 2487 (2019/04/10)
Palladium catalyzed hydrodefluorination was developed for fine-tuning the properties of fluoro-(hetero)aromatic compounds. The robust reaction can be set up in air, requires only commercially available components, and tolerates a variety of heterocycles and functionalities relevant to drug discovery. Given the prevalence of fluorine incorporation around metabolic hotspots, the corresponding deuterodefluorination reaction may prove useful for converting fluorinated libraries to deuterated analogues to suppress the oxidative metabolism by kinetic isotope effects.
Catalytic Selective Oxidative Coupling of Secondary N-Alkylanilines: An Approach to Azoxyarene
Ke, Lei,Zhu, Guirong,Qian, Hui,Xiang, Guangya,Chen, Qin,Chen, Zhilong
supporting information, p. 4008 - 4013 (2019/06/04)
Azoxyarenes are among important scaffolds in organic molecules. Direct oxidative coupling of primary anilines provides a concise fashion to construct them. However, whether these scaffolds can be prepared from secondary N-alkylanilines is not well explored. Here, we present a catalytic selective oxidative coupling of secondary N-alkylaniline to afford azoxyarene with tungsten catalyst under mild conditions. In addition, azoxy can be viewed as a bioisostere of alkene and amide. Several "azoxyarene analogues" of the corresponding bioactive alkenes and amides showed comparable promising anticancer activities.
Improving C=N bond reductions with (Cyclopentadienone)iron complexes: Scope and limitations
Cettolin, Mattia,Bai, Xishan,Lübken, Dennis,Gatti, Marco,Facchini, Sofia Vailati,Piarulli, Umberto,Pignataro, Luca,Gennari, Cesare
, p. 647 - 654 (2018/10/24)
Herein, we broaden the application scope of (cyclo-pentadienone)iron complexes 1 in C=N bond reduction. The catalytic scope of pre-catalyst 1b, which is more active than the “Kn?lker complex” (1a) and other members of its family, has been expanded to the catalytic transfer hydrogenation (CTH) of a wider range of aldimines and ketimines, either pre-isolated or generated in situ. The kinetics of 1b-promoted CTH of ketimine S1 were assessed, showing a pseudo-first order profile, with TOF = 6.07 h–1 at 50 % conversion. Moreover, the chiral complex 1c and its analog 1d were employed in the enantioselective reduction of ketimines and reductive amination of ketones, giving fair to good yields and moderate enantioselectivity.
Room-Temperature Practical Copper-Catalyzed Amination of Aryl Iodides
Deldaele, Christopher,Evano, Gwilherm
, p. 1319 - 1328 (2016/04/20)
An efficient and highly practical procedure is reported for the Ullmann-Goldberg-type copper-catalyzed amination of aryl iodides. By using a combination of copper iodide and proline in the presence of an excess of an amine, a wide range of aryl iodides can be readily aminated at room temperature. The reaction proceeds well regardless of the electronic properties of the starting aryl iodide and the amination products can be obtained without the need for purification by column chromatography in most cases. Owing to its efficiency and the mildness of the reaction conditions, this amination could also be extended to the amination of complex aryl iodides at room temperature.
INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS REPLICATION
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Page/Page column 67; 68, (2015/05/06)
Compounds of Formula I with activity against HIV, including pharmaceutical compositions and methods for using these compounds in treating human immunodeficiency virus (HIV) infection, are set forth: Formula :(I)
Reductive amination without an external hydrogen source
Chusov, Denis,List, Benjamin
supporting information, p. 5199 - 5201 (2014/05/20)
A method of reductive amination without an external hydrogen source is reported. Carbon monoxide is used as the reductant. The reaction proceeds efficiently for a variety of carbonyl compounds and amines at low catalyst loadings and is mechanistically interesting as it does not seem to involve molecular hydrogen. Look, no H2! Reductive amination without an external hydrogen source has been developed using carbon monoxide as the reductant and rhodium acetate (0.2-1mol %) as catalyst. The method tolerates a variety of functional groups and provides target amines in good to excellent yields.
Solvent- and catalyst-free direct reductive amination of aldehydes and ketones with Hantzsch ester: Synthesis of secondary and tertiary amines
Nguyen, Quynh Pham Bao,Kim, Taek Hyeon
, p. 4938 - 4943 (2013/07/25)
A facile and rapid method for the parallel synthesis of a series of secondary and tertiary amines by the direct reductive amination of aldehydes and ketones with Hantzsch ester under solvent- and catalyst-free has been developed. The scope and limitation of this method are described.
Molecular iodine catalyzed transfer hydrogenation: Reduction of aldimines, ketimines, and α-imino esters
Bachu, Prabhakar,Zhu, Chen,Akiyama, Takahiko
supporting information, p. 3977 - 3981 (2013/07/25)
An efficient and practical protocol for the reduction of aldimines, ketimines, and α-imino esters in the presence of catalytic amount of molecular iodine with Hantzsch ester at ambient temperature afforded the corresponding amines in excellent yields.
Ethylene glycol: A powerful catalyst-free medium for C-C bond-forming reactions
Liu, Yun-Lin,Zeng, Xing-Ping,Zhou, Jian
supporting information; experimental part, p. 1759 - 1763 (2012/08/27)
A good EG: Ethylene glycol (EG) is a catalyst-free medium that can promote the highly efficient Strecker reaction of α-CF2H or α-CF3 ketoimines and TMSCN. EG was used in several reactions, including the catalyst-free Morita-Baylis-Hi
Br?nsted acid catalyzed reductive amination with benzothiazoline as a highly efficient hydrogen donor
Zhu, Chen,Akiyama, Takahiko
supporting information; experimental part, p. 1251 - 1254 (2011/06/28)
Reductive amination of aldehyde and amine proceeded smoothly in the presence of benzothiazoline as efficient hydrogen source by means of 20 mol% trifluoroacetic acid to give the corresponding amines in excellent yields. Hydrogen-donor abilities of benzothiazoline, benzimidazoline, and benzoxazoline were compared. Georg Thieme Verlag Stuttgart - New York.
