131086-40-3Relevant academic research and scientific papers
Dimerization of Aryl Sulfonates by in situ Generated Nickel(0)
Maddaluno, Jacques,Durandetti, Muriel
, p. 2385 - 2388 (2015)
A mild and user-friendly nickel-catalyzed method for the reductive homocoupling of aromatic tosylates is presented. The reaction proceeds between room temperature and 60 °C, with stable substrates (ArOTs) easily prepared from inexpensive and commercially available phenols or naphthols. It relies on a catalytic amount (10 mol%) of a robust catalyst (NiBr2bipy) that does not require the preparation of sensitive organometallic intermediates. Yields are good to excellent.
Room-Temperature Ni(0)-Catalyzed Cross-Coupling Reactions of Aryl Arenesulfonates with Arylboronic Acids
Tang, Zhen-Yu,Hu, Qiao-Sheng
, p. 3058 - 3059 (2004)
Room-temperature Ni(0)-catalyzed cross-coupling reactions of aryl arenesulfonates with arylboronic acids are described. The Ni(0) catalyst, derived from Ni(COD)2 and PCy3, proved to be a general one for the Suzuki?Miyaura cross-coupling of a variety of aryl arenesulfonates. The mild reaction condition, the readily availability of the catalyst, and excellent coupling yields make aryl arenesulfonates potentially useful substrates in organic synthesis. Copyright
Direct Carboxylation of Aryl Tosylates by CO2 Catalyzed by in situ-Generated Ni0
Rebih, Fatima,Andreini, Manuel,Moncomble, Aurlien,Harrison-Marchand, Anne,Maddaluno, Jacques,Durandetti, Muriel
supporting information, p. 3758 - 3763 (2016/03/08)
A novel Ni0-catalyzed carboxylation of aryl tosylates with carbon dioxide has been achieved under moderate temperatures and atmospheric pressure. In this procedure, the active Ni0 species is generated in situ by simply mixing the Ni0 precatalyst [NiBr2(bipy)] with an excess of manganese metal. This approach requires neither a glove-box nor the tedious preparation of sophisticated intermediate organometallic derivatives. This mild, convenient, and user-friendly process is successfully applied to the valorization of carbon dioxide and the synthesis of versatile reactants with broad tolerance of substituents.
Chromatography-Free and Eco-Friendly Synthesis of Aryl Tosylates and Mesylates
Lei, Xiangyang,Jalla, Anusha,Abou Shama, Mhd A.,Stafford, Jamie M.,Cao, Billy
supporting information, p. 2578 - 2585 (2015/09/01)
Two chromatography-free and eco-friendly protocols have been developed to synthesize aryl tosylates and mesylates by the tosylation and mesylation of the corresponding hydroxyarenes, respectively. These protocols are superior to other known ones regarding
Aminocarbonylation of Aryl Tosylates to Carboxamides
Chung, Seungwon,Sach, Neal,Choi, Chulho,Yang, Xiaojing,Drozda, Susan E.,Singer, Robert A.,Wright, Stephen W.
supporting information, p. 2848 - 2851 (2015/06/16)
The palladium - catalyzed aminocarbonylation of aryl tosylates with amines is reported. Suitable conditions were identified by high throughput reaction screening and then further optimized. The substrate scope of the reaction with respect to the aryl tosylate component and the amine component are reported. Competitive aminolysis of the aryl tosylates to afford the amine toluenesulfonamides and the phenol was not observed.
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.
Palladium-catalyzed carbonylation of aryl tosylates and mesylates
Munday, Rachel H.,Martinelli, Joseph R.,Buchwald, Stephen L.
, p. 2754 - 2755 (2008/09/19)
A general protocol for the palladium-catalyzed carbonylation of aryl tosylates and mesylates to form esters has been developed using a catalyst system derived from Pd(OAc)2 and the bulky, bidentate dcpp ligand. The system operates under mild conditions: atmospheric CO pressure and temperatures of 80-110 °C. A broad substrate scope has been demonstrated allowing carbonylation of electron-rich, electron-poor, and heterocyclic tosylates and mesylates, and the reaction shows wide functional group tolerance. Copyright
