7157-34-8Relevant academic research and scientific papers
Synthesis and characterization of Pd(II)–vitamin B6 complex supported on magnetic nanoparticle as an efficient and recyclable catalyst system for C–N cross coupling of amides in deep eutectic solvents
Bagheri, Sepideh,Pazoki, Farzane,Esfandiary, Naghmeh,Fadaei, Mohammad Mahdi,Heydari, Akbar
, (2020/06/04)
Vitamin B6–Pd(II) immobilized onto magnetic nanoparticles have been successfully prepared and applied for C–Xcross-coupling reactions with aryl halides in green deep eutectic solvents. The results prove that the Fe3O4@vitamin B6–Pd(II) magnetic nanoparticles show high catalyst activity and good stability. It was also revealed that this complex can be recycled up to five times without any significant loss in catalytic activity.
Clickable coupling of carboxylic acids and amines at room temperature mediated by SO2F2: A significant breakthrough for the construction of amides and peptide linkages
Wang, Shi-Meng,Zhao, Chuang,Zhang, Xu,Qin, Hua-Li
, p. 4087 - 4101 (2019/04/30)
The construction of amide bonds and peptide linkages is one of the most fundamental transformations in all life processes and organic synthesis. The synthesis of structurally ubiquitous amide motifs is essential in the assembly of numerous important molecules such as peptides, proteins, alkaloids, pharmaceutical agents, polymers, ligands and agrochemicals. A method of SO2F2-mediated direct clickable coupling of carboxylic acids with amines was developed for the synthesis of a broad scope of amides in a simple, mild, highly efficient, robust and practical manner (>110 examples, >90% yields in most cases). The direct click reactions of acids and amines on a gram scale are also demonstrated using an extremely easy work-up and purification process of washing with 1 M aqueous HCl to provide the desired amides in greater than 99% purity and excellent yields.
N1,N3-Diacyl-3,4-dihydropyrimidin-2(1H)-ones: neutral acyl group transfer reagents
Singh, Kamaljit,Singh, Kawaljit
experimental part, p. 10395 - 10399 (2010/02/28)
Readily available N1,N3-diacyl-3,4-dihydropyrimidin-2(1H)-ones efficiently acylate ammonia, primary and secondary amines to furnish primary, secondary and tertiary amides in good to excellent yields. The wide applicability of the procedure is demonstrated
Iron-catalyzed N-arylations of amides
Correa, Arkaitz,Elmore, Simon,Bolm, Carsten
experimental part, p. 3527 - 3529 (2009/04/11)
A method was proposed for iron-catalyzed N-arylation of primary amides and its applicability to the synthesis of N-heterocycles by intramolecular ring closures. The method used a catalyst system of 10 mol % of FeCl3 and 20 mol % of N,N'-dimethylethylenediamine (DMEDA). The study found that secondary amides of N-methylbenzamide and N-benzylbenzamide produce N-arylated products in trace amounts. The method developed an iron-based catalyst system for efficient N-arylations of primary amides with aryl iodides. The study used a sealable tube equipped with a magnetic stir bar charged with amide, or K 3PO4, or K2CO3, or FeCl3. The study used NMR spectroscopic analysis to determine the identity and purity of the products. The method observed that different substituted aryl iodides made a positive impact on the reaction.
Method of processing of hydrogen for reductive acylation of nitro, azido and cyano arenes
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Page column 5, (2008/06/13)
A method for processing of hydrogen for the reductive acylation of nitro, azido and cyano arenes is disclosed. More particularly, improved process for the preparation of amides and anilides using C3-C7carboxylic acids as proton source/acylating agents employing Fe3+-montmorillonite as a catalyst is disclosed.
Discovery of 4,5-diphenyl-1,2,4-triazole derivatives as a novel class of selective antagonists for the human V(1A) receptor.
Kakefuda, Akio,Suzuki, Takeshi,Tobe, Takahiko,Tahara, Atsuo,Sakamoto, Shuichi,Tsukamoto, Shin ichi
, p. 1905 - 1912 (2007/10/03)
In the search for a novel class of selective antagonists for the human V(1A) receptor, high-throughput screening (HTS) of the Yamanouchi chemical library using CHO cells expressing the cloned human V(1A) (hV(1A)) receptor led to the discovery of 5-(4-biphenyl)-4-(2-methoxyphenyl)-3-methyl-1,2,4-triazole (3) which possessed the novel 4,5-diphenyl-1,2,4-triazole structure. Subsequent structure-activity relationships studies on a series of the 4,5-diphenyl-1,2,4-triazole derivatives related to 3 revealed that the 4,5-diphenyl-1,2,4-triazole structure played an essential role in exerting high affinity for the hV(1A) receptor and that introduction of a basic amine moiety to the methoxy part of the 4-phenyl ring was effective in the improvement of both affinity for the hV(1A) receptor and selectivity versus the hV(2) receptor. Compound 3 and the 2-(morphorino)ethoxy derivative (11b) were shown to be antagonists for the hV(1A) receptor, from their effects on AVP-induced [Ca(2+)](i) response in CHO cells expressing the hV(1A) receptor.
Solid-phase synthesis of 2-methoxyaniline derivatives by the traceless silicon linker strategy
Curtet, Sophie,Langlois, Michel
, p. 8563 - 8566 (2007/10/03)
Application of the silicon linkage strategy to the solid-phase synthesis of the rich-electron o-anisidine derivatives is described. The protective t-Boc group was easily removed with B-catechol borane and the isocyanate was successfully prepared with the mild reagent (t-Boc)2O/DMAP. Carbamates, ureas or amides were prepared and released by cleavage with TFA at room temperature. This method can be used to prepare small focused libraries with biological activity at serotonin receptors.
Synthesis and Pharmacological Studies of 4,4-Disubstituted Piperidines: A New Class of Compounds with Potent Analgesic Properties
Huegi, Bruno S.,Ebnoether, Anton M.,Rissi, Erwin,Gadient, Fulvio,Hauser, Daniel,et al.
, p. 42 - 50 (2007/10/02)
A series of 4,4-disubstituted piperidines has been synthesized and evaluated for analgesic activity.Several of these analogues show analgesic potency comparable to morphine in the mouse writhing and tail-flick tests.A number of compounds exhibit high affi
