51207-44-4Relevant academic research and scientific papers
Nickel-catalyzed methylation of aryl halides/tosylates with methyl tosylate
Wang, Jiawang,Zhao, Jianhong,Gong, Hegui
supporting information, p. 10180 - 10183 (2017/09/23)
This work describes the cross-electrophile methylation of aryl bromides and aryl tosylates with methyl tosylate. The mild reaction conditions allow effective methylation of a wide set of heteroaryl electrophiles and dimethylation of dibromoarenes.
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.
Dimerization of Aryl Sulfonates by in situ Generated Nickel(0)
Maddaluno, Jacques,Durandetti, Muriel
supporting information, p. 2385 - 2388 (2015/10/19)
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.
Neopentylglycolborylation of aryl mesylates and tosylates catalyzed by Ni-based mixed-ligand systems activated with Zn
Wilson, Daniela A.,Wilson, Christopher J.,Moldoveanu, Costel,Resmerita, Ana-Maria,Corcoran, Patrick,Hoang, Lisa M.,Rosen, Brad M.,Percec, Virgil
supporting information; experimental part, p. 1800 - 1801 (2010/04/24)
(Chemical Presented) The mixed-ligand system NiCl2(dppp)/dppf is shown to be an effective catalyst for the neopentylglycolborylation of ortho-, meta-, and para-substituted electron-rich and electrondeficient aryl mesylates and tosylates. The ad
NiCl2(PCy3)2: A simple and efficient catalyst precursor for the Suzuki cross-coupling of aryl tosylates and arylboronic acids
Zim, Danilo,Lando, Vanusa R.,Dupont, Jairton,Monteiro, Adriano L.
, p. 3049 - 3051 (2007/10/03)
matrix presented NiCl2(PCy3)2 associated with PCy3 promotes the selective cross-coupling of aryltosylates with arylboronic acids under relatively mild reaction conditions, and a variety of functional groups are tolerated in both arenes. This is one of the simplest and most efficient experimental procedures for the coupling of arylboronic acids with aryl tosylates reported to date.
The Regioselective Cleavage of Aryl Tosylates by Electrochemical Reduction
Civitello, Edgar R.,Rapoport, Henry
, p. 834 - 840 (2007/10/02)
The electrochemical reductions of eight bis(tosyloxy)benzenoid compounds were studied as a method for the regioselective cleavage of aryl tosylates.For the methyl bis(tosyloxy)benzoate isomers, a strong preference was observed for cleavage of the tosyl group in conjugation with the electron-withdrawing ester moiety.Thus it was possible to selectively cleave tosyl groups to the ortho or para positions over tosyl groups at the meta positions.The bis(tosyloxy)anisole isomers displayed the opposite regioselectivity favoring cleavage of tosyl groups that were meta to the electron-donating methoxy substituent.The general electrochemical process for the reduction of aryl tosylates has been shown to be selective, high yielding, and reproducible on gram quantities.
