77151-89-4Relevant academic research and scientific papers
Sulfated tungstate as hydroxyl group activator for preparation of benzyl, including p-methoxybenzyl ethers of alcohols and phenols
Katkar, Kamlesh V.,Veer, Sachin D.,Akamanchi, Krishnacharya G.
supporting information, p. 1893 - 1901 (2016/11/25)
Sulfated tungstate was found to be an effective heterogeneous and reusable catalyst for hydroxy group activation–mediated preparation of benzylic ethers including p-methoxybenzylic ethers of a wide range of alcohols and phenols under mild reaction conditions.
Direct synthesis of anilines and nitrosobenzenes from phenols
St Amant,Frazier,Newmeyer,Fruehauf,Read De Alaniz
, p. 5520 - 5524 (2016/07/06)
A one-pot synthesis of anilines and nitrosobenzenes from phenols has been developed using an ipso-oxidative aromatic substitution (iSOAr) process. The products are obtained in good yields under mild and metal-free conditions. The leaving group effect on reactions that proceed through mixed quionone monoketals has also been investigated and a predictive model has been established.
Pd/C-catalyzed chemoselective hydrogenation in the presence of a phenolic MPM protective group using pyridine as a catalyst poison
Sajiki, Hironao,Hirota, Kosaku
, p. 320 - 324 (2007/10/03)
Employment of a Pd/C-pyridine combination as a catalyst is a very useful method for the selective removal (hydrogenolysis) of phenolic O-benzyl, N-Cbz and benzyl ester protective groups and for the selective hydrogenation of nitro and olefin functions of phenol derivatives protected with the MPM group. These discriminatory results are apparently attributable to the effect of pyridine. The MPM group could be extensively applied to chemoselective hydrogenation as a protective group for phenolic hydroxyl functions.
Chemoselective inhibition of the hydrogenolysis of the MPM protective group for phenolic hydroxy functions using a Pd/C-pyridine catalyst
Sajiki, Hironao,Kuno, Hiroko,Hirota, Kosaku
, p. 399 - 402 (2007/10/03)
A convenient method for the selective hydrogenation of phenolic benzyl ether, Cbz, benzyl ester, nitro and olefin functions distinguishing from the MPM (4-methoxybenzyl) protective group for the phenolic hydroxy groups was accomplished by the addition of pyridine to the Pd/C-catalyzed reduction system.
ELECTRON-TRANSFER PROCESSES BY PEROXYDISULPHATE: HOMOLYTIC BENZYLATION OF QUINONES BY ALKYLARENES AND REACTIONS OF AROMATIC RADICAL CATIONS WITH AROMATICS
Citterio, Attilio
, p. 253 - 258 (2007/10/02)
Quinones are monobenzylated in good to satisfactory yields by alkylarenes and the Ag(+)/S2O8(2-) couple under two-phase conditions.Under homogeneous conditions polybenzylation can be obtained.The polar effect of the aromatic substrate substituents in the ring and in the side chain is discussed on the basis of the intermediate aromatic radical cation reactivity in side-chain proton loss and electrophilic aromatic addition.The high efficiency of the quinone system in trapping benzylic radicals, coming from the aromatic radical cations, is ascribed to a charge-transfer transition state.
