403-96-3Relevant academic research and scientific papers
Urea-Catalyzed Vinyl Carbocation Formation Enables Mild Functionalization of Unactivated C-H Bonds
Bagdasarian, Alex L.,Popov, Stasik,Wigman, Benjamin,Wei, Wenjing,Lee, Woojin,Nelson, Hosea M.
supporting information, p. 7775 - 7779 (2020/07/15)
Herein we report the 3,5-bistrifluoromethylphenyl urea-catalyzed functionalization of unactivated C-H bonds. In this system, the urea catalyst mediates the formation of high-energy vinyl carbocations that undergo facile C-H insertion and Friedel-Crafts re
Synthesis of Urea Derivatives from CO2 and Silylamines
Xu, Maotong,Jupp, Andrew R.,Ong, Maegan S. E.,Burton, Katherine I.,Chitnis, Saurabh S.,Stephan, Douglas W.
supporting information, p. 5707 - 5711 (2019/04/16)
A series of thirty-three N,N′-diaryl, dialkyl, and alkyl-aryl ureas have been prepared in pyridine or toluene by reaction of silylamines with CO2. This protocol is shown to provide facile access to 13C-labeled ureas, as well as chiral and macrocyclic ureas. These reactions proceed through initial generation of the corresponding silylcarbamates, which subsequently react with silylamine under thermal conditions to afford the thermodynamically favored urea and disilyl ether.
Stoichiometric Reactions of CO2 and Indium-Silylamides and Catalytic Synthesis of Ureas
Xu, Maotong,Jupp, Andrew R.,Stephan, Douglas W.
, p. 14277 - 14281 (2017/10/31)
The indium compounds In(N(SiMe3)2)2Cl?THF (2) and In(N(SiMe3)2)Cl2?(THF)n (3) were shown to react with CO2 to give [(Me3Si)2N)InX(μ-OSiMe3)]2 (X=N(SiMe3)2 4, Cl 5). 0.05–2.0 mol % of the species 3 acts as a pre-catalyst for the conversion of aryl and alkyl silylamines under CO2 (2–3 atm) to give the corresponding ureas in 70–99 % yields. A proposed mechanism is supported by experimental and computational data.
An efficient one-pot synthesis of: N, N ′-disubstituted ureas and carbamates from N -acylbenzotriazoles
Singh, Anoop S.,Kumar, Dhananjay,Mishra, Nidhi,Tiwari, Vinod K.
, p. 84512 - 84522 (2016/10/12)
A facile and high-yielding one-pot synthesis of carbamates and N,N′-disubstituted symmetrical ureas from N-acylbenzotriazoles has been devised. It is believed that, the intermediate acyl-azide undergo Curtius rearrangement and in different solvents gives different products i.e. carbamates in alcohols and N,N′-disubstituted symmetrical urea in THF.
Palladium-catalyzed synthesis of symmetrical urea derivatives by oxidative carbonylation of primary amines in carbon dioxide medium
Ca', Nicola Della,Bottarelli, Paolo,Dibenedetto, Angela,Aresta, Michele,Gabriele, Bartolo,Salerno, Giuseppe,Costa, Mirco
experimental part, p. 120 - 127 (2011/09/16)
An efficient palladium-catalyzed synthesis of symmetrically disubstituted ureas via oxidative carbonylation of primary amines is described. The reactions are carried out in the presence of a large excess of carbon dioxide as reaction medium or under solvent-free conditions. The adopted catalyst such as potassium tetraiodopalladate, stable and easy to prepare, allows the use of air as a cheap oxidizing agent. The reactions yield urea and water as the only by-product and proceed with high efficiency with aliphatic and aromatic amines as well. While with primary aliphatic amines, no significant improvement on reactivity is observed when carbon dioxide is used as a solvent, in comparison with the conventional ones, a remarkable high efficiency is obtained with aromatic amines, which shows a dramatic increase in the performance of the catalyst, in terms of turnover number (TON), the highest known so far for this kind of process. Reactions take place in two-phase systems consisting of a homogeneous liquid phase formed by the CO2 expanded amine solution containing the catalyst and a supercritical phase of CO2, CO, O2, and N2.
Selenium-catalyzed carbonylation of nitroarenes to symmetrical 1,3-diarylureas under atmospheric pressure
Wang, Xiaofang,Lu, Shiwei,Yu, Zhengkun
, p. 929 - 932 (2007/10/03)
Selenium-catalyzed carbonylation of nitrobenzene and substituted nitroarenes with CO under atmospheric pressure afforded symmetrical 1,3-diarylureas in yields up to 94%. A mechanism has been proposed to demonstrate the formation of symmetrical ureas.
Copper catalyzed arylation of urea
Nandakumar, Mecheril V.
, p. 1989 - 1990 (2007/10/03)
An efficient copper catalyzed amidation of aryl iodides with urea is described. This method is milder than the palladium catalyzed arylation and avoids the use of toxic phosphine ligands.
Phosphate transport inhibitors
-
, (2008/06/13)
Disclosed are compounds which have been identified as inhibitors of phosphate transport. Many of the compounds are represented by Structural Formula (I): Ar1—W—X—Y—Ar2; or a pharmaceutically acceptable salt thereof. Ar1 and Ar2 are independently a substituted or unsubstituted aryl group or an optionally substituted five membered or six membered non-aromatic heterocylic group fused to an optionally substituted monocylic aryl group. W and Y are independently a covalent bond or a C1-C3 substituted or unsubstituted alkylene group. X is a heteroatom-containing functional group, an aromatic heterocyclic group, substituted aromatic heterocyclic group, non-aromatic heterocyclic group, substituted non-aromatic heterocyclic group, an olefin group or a substituted olefin group. Also disclosed are methods of treating a subject with a disease associated with hyperphosphatemia, as well as a disease mediated by phosphate-transport function. The methods comprise the step of administering an effective amount of the one of the compounds described above.
Some structural changes on triazolyl-benzotriazoles and triazolyl-benzimidazolones as potential potassium channel activators. III
Biagi, Giuliana,Calderone, Vincenzo,Giorgi, Irene,Livi, Oreste,Scartoni, Valerio,Baragatti, Barbara,Martinotti, Enrica
, p. 841 - 849 (2007/10/03)
This paper reports the synthesis and pharmacological evaluation of some compounds, obtained by structural modifications of 1,2,3-triazolyl-benzotriazoles and 1,2,3-triazolyl-benzimidazolones, which had shown activity as potential activators of the big-con
REACTION OF AMINES WITH N-ARYLUREAS, ALKYL N-ARYLCARBAMATES, AND SALTS OF THIOCARBAMIC ACIDS
Manov-Yuvenskii, V. I.,Kuznetsov, S. L.
, p. 1063 - 1069 (2007/10/02)
The reaction of amines with N-arylureas, alkyl N-arylcarbamates, and salts of thiocarbamic acids is studied. The regularities found are explained by the characteristic features of hydrogen bond formation.
