7159-97-9Relevant academic research and scientific papers
Stabilization of Azapeptides by Namide···H-NamideHydrogen Bonds
Baruah, Kalpita,Sahariah, Biswajit,Sakpal, Sushil S.,Deka, Jugal Kishore Rai,Bar, Arun Kumar,Bagchi, Sayan,Sarma, Bani Kanta
supporting information, p. 4949 - 4954 (2021/06/28)
An unusual Namide···H-Namide hydrogen bond (HB) was previously proposed to stabilize the azapeptide β-Turns. Herein we provide experimental evidence for the Namide···H-Namide HB and show that this HB endows a stabilization of 1-3 kcal·mol-1 and enforces the trans-cis-Trans (t-c-T) and cis-cis-Trans (c-c-T) amide bond conformations in azapeptides and N-methyl-Azapeptides, respectively. Our results indicate that these Namide···H-Namide HBs can have stabilizing contributions even in short azapeptides that cannot fold to form β-Turns.
Rhodium(iii)-catalysed aerobic synthesis of highly functionalized indoles from N-arylurea under mild conditions through C-H activation
Kathiravan, Subban,Nicholls, Ian A.
supporting information, p. 14964 - 14967 (2014/12/11)
A Rh(iii) catalysed amino arylation of alkynes using copper as the terminal oxidant for regeneration of the catalytically active species under aerobic conditions is described. This novel C-H activation reaction was applied to the synthesis of a wide range of substituted indoles from N-arylureas.
Copper-catalyzed mild nitration of protected anilines
Hernando, Elier,Castillo, Rafael R.,Rodríguez, Nuria,G?mez Arrayás, Ram?n,Carretero, Juan C.
supporting information, p. 13854 - 13859 (2016/02/18)
A practical copper-catalyzed direct nitration of protected anilines, by using one equivalent of nitric acid as the nitrating agent, has been developed. This procedure features mild reaction conditions, wide structural scope (with regard to both N-protecting group and arene substitution), and high functional-group tolerance. Dinitration with two equivalents of nitric acid is also feasible. Practical and reliable: A Cu-catalyzed selective nitration of para- and ortho-substituted aniline derivatives by using one equivalent of HNO3 has been developed that produces water as the only stoichiometric byproduct (see scheme; PG=protecting group). This method is compatible with strongly electron-deficient substrates, enabling dinitration (by using 2.0 equiv of HNO3). This method allows for a rapid access to relevant nitrogen-containing heterocyclic architectures.
NITROGEN CONTAINING HETEROAROMATICS AS FACTOR Xa INHIBITORS
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Page/Page column 67, (2009/10/01)
The present application describes nitrogen containing heteroaromatics and derivatives thereof of formula (I) or pharmaceutically acceptable salt or prodrug forms thereof, wherein J is N or NH and D may be C(=NH)NH2, which are useful as inhibitors of factor Xa.
Templated synthesis of copper(II) azacyclam complexes using urea as a locking fragment and their metal-enhanced binding tendencies towards anions
Boiocchi, Massimo,Fabbrizzi, Luigi,Garolfi, Mauro,Licchelli, Maurizio,Mosca, Lorenzo,Zanini, Cristina
experimental part, p. 11288 - 11297 (2010/04/28)
Copper(II) azacyclam complexes 32+ and 42+ were obtained through a metal-templated procedure involving the pertinent open-chain tetramine, formaldehyde and a phenylurea derivative as a locking fragment. Both metal complexes can estab
Nitrogen containing heteroaromatics as factor Xa inhibitors
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, (2008/06/13)
The present application describes nitrogen containing heteroaromatics and derivatives thereof of formula I: or pharmaceutically acceptable salt or prodrug forms thereof, wherein J is N or NH and D may be C(=NH)NH2, which are useful as inhibitors of factor Xa.
A Facile and High-yielding Preparation of 1-Aryl-3,3-dialkylureas
Xian, Ming,Lu, Jianming,Zhu, Xiaoqing,Mu, Linjing,Cheng, Jin-Pei
, p. 442 - 443 (2007/10/03)
A convenient procedure for the preparation of 1-aryl-3,3-dialkylureas using bis(trichoromethyl) carbonate ('triphosgene') is described.
Iminium Salts in Quantitative Gas/Solid and Solid/Solid Reactions
Kaupp, Gerd,Boy, Juergen,Schmeyers, Jens
, p. 346 - 355 (2007/10/03)
Iminium salts that are highly susceptible to hydrolysis are quantitatively prepared and reacted in the solid state without solvents or liquid phases. Atomic force microscopy AFM helps in elucidating the mechanism of these still unusual gas-solid and solid-solid syntheses by recording surface topographies of reacting crystals of L-histidine (10) and triphenylverdazyl (15). Various imines add gaseous HCl or HBr to form stable iminium halides (1, 3, 4, 5, 11) even if frozen liquids of very weak heterocyclic bases are treated at low temperatures. Another way for quantitative yields of iminium salt hydrates (6) starts with solid primary ammonium halides and gaseous acetone. o-Phenylenediamines (7) give quantitatively 1,5-benzodiazepines (9) by solid state cyclization of bis-iminium salt intermediates (8). Crystalline nitroxyls (12) and triphenylverdazyl (15) undergo stoichiometric one-electron transfer with gaseous NO2 or XeF2 to give nitrosonium (14) and azonium salts (17). The solid state chlorination of tetramethylthiuramdisulfide (18) or dimethylthiocarbamoylchloride (20) yields phosgene dimethyliminiumchloride (Viehe salt 21) in quantitative yield. Solid Viehe salt is quantitatively treated with gaseous Cl2 to give the trichloride 19 and solid SbCl5 or PCl5 to produce the hexachloroantimoniates (22), -phosphates (23). Solid brenzcatechol (24), mercaptobenzimidazole (27), p-nitroaniline (30), N-methylbenzothiazolone-2-hydrazone (34) and acetophenone (41) are treated with 21 to give the corresponding chloroiminium salts (25, 28, 31, 35, 43). p-Toluenesulfonamide (37) and 22 give the chloroiminium salt 38.These quantitative solid-solid reactions are most easily run in ball mills with cooling device. The "waste-free" techniques achieve exclusion of moisture in an elegant way. The preparative use of the versatile products with nucleophiles is indicated. The three-step solid-state mechanisms are discussed.
Electrochemical Reduction of p-Nitrophenyl Azide: Evidence Consistent with the Formation of p-Nitrophenylnitrene Anion Radical as a Short-Lived Intermediate
Herbranson, Dale E.,Hawley, M. Dale
, p. 4297 - 4303 (2007/10/02)
The electrochemical reduction of nitrophenyl azide in DMF, acetonitrile, and butyronitrile is initially a one-electron process that affords the corresponding anion radical as a transient intermediate.Although p-O2NC6H4N3 radical anion is too short-lived t
