1138-62-1Relevant academic research and scientific papers
N -Arylation of (hetero)arylamines using aryl sulfamates and carbamates via C-O bond activation enabled by a reusable and durable nickel(0) catalyst
Dindarloo Inaloo, Iman,Majnooni, Sahar,Eslahi, Hassan,Esmaeilpour, Mohsen
, p. 13266 - 13278 (2020/10/07)
An effective and general aryl amination protocol has been developed using a magnetically recoverable Ni(0) based nanocatalyst. This new stable catalyst was prepared on Fe3O4@SiO2 modified by EDTA and investigated by FT-IR, EDX, TEM, XRD, DLS, FE-SEM, XPS, NMR, TGA, VSM, ICP and elemental analysis techniques. The reaction proceeded via carbon-oxygen bond cleavage of (hetero)aryl carbamates and sulfamates under simple and mild conditions without the use of any external ligands. This method demonstrated functional group tolerance in the N-arylation of various nitrogen-containing compounds as well as aliphatic amines, anilines, pyrroles, pyrazoles, imidazoles, indoles, and indazoles with good to excellent yields. Furthermore, the catalyst could be easily recovered by using an external magnetic field and directly reused at least six times without notable reduction in its activity. This journal is
Ni-Catalyzed Decarboxylative Cross-Coupling of Potassium Polyfluorobenzoates with Unactivated Phenol and Phenylmethanol Derivatives
Chen, Quan,Wu, Aizhen,Qin, Shengxiang,Zeng, Meiqi,Le, Zhiping,Yan, Zhaohua,Zhang, Hua
supporting information, p. 3239 - 3244 (2018/09/10)
A Ni-catalyzed decarboxylative cross-coupling of potassium polyfluorobenzoates with unactivated phenol and phenylmethanol derivatives is described. This novel transformation provides a practical and efficient protocol towards the synthesis of important polyfluorobiaryls and polyfluorinated diarylmethanes, and greatly enlarges the range of electrophiles utilized in decarboxylative coupling. Remarkably, preliminary mechanistic studies indicated the essential role of Zn(OAc)2 might lie in the enhancement of decarboxylation step. (Figure presented.).
Iron-catalyzed cross-coupling reactions of alkyl grignards with aryl sulfamates and tosylates
Agrawal, Toolika,Cook, Silas P.
supporting information, p. 96 - 99 (2013/03/28)
The iron-catalyzed cross-coupling of aryl sulfamates and tosylates has been achieved with primary and secondary alkyl Grignards. This study of iron-catalyzed cross-coupling reactions also examines the isomerization and β-hydride elimination problems that are associated with the use of isopropyl nucleophiles. While a variety of iron sources were competent in the reaction, the use of FeF3·3H2O was critical to minimize nucleophile isomerization.
Suzuki-Miyaura coupling of aryl carbamates, carbonates, and sulfamates
Quasdorf, Kyle W.,Riener, Michelle,Petrova, Krastina V.,Garg, Neil K.
supporting information; experimental part, p. 17748 - 17749 (2010/04/01)
(Chemical Equation Presented) The first Suzuki-Miyaura cross-couplings of carbamates, carbonates, and sulfamates is described. The method provides a powerful means of using simple derivatives of phenol as precursors to polysubstituted aromatic compounds, as exemplified by a concise synthesis of the anti-inflammatory drug flurbiprofen.
LES SYSTEMES BISPHASIQUES. 10. ALKYLATION DES ESTERS SULFAMIQUES EN CATALYSE PAR TRANSFERT DE PHASE: UNE NOUVELLE METHODE DE SYNTHESE DES SULFAMATES N-DISUBSTITUES
Beji, Mohamed,Hedayatullah, Mir
, p. 293 - 296 (2007/10/02)
We report here a new and simple method for the synthesis of the N,N-dimethylsulfamate esters of the general type R-O-SO2-N(CH3)2, in good yield, by direct alkylation of the corresponding unsubstituted sulfamate esters, by methyl iodide under solid-liquid
