83486-63-9Relevant academic research and scientific papers
A facile access to substituted 2-nitrosophenols and 2-nitrophenols via regioselective nitrosation of resorcinol monoethers
Maleski,Kluge,Sicker
, p. 2327 - 2335 (1995)
Solid sodium nitrite in anhydrous propionic acid is an effective system for regioselective nitrosation of the subject compounds. High yields of pure 2-nitroso products are obtained rapidly and efficiently. Attack at the 4-position becomes competitive if water is present in the medium. The 5-alkoxy (but not the 3,5-dialkoxy)-2-nitrosphenols can be easily oxidized with nitric acid to yield the corresponding 2-nitro compounds.
Nitro-group-directed selective dealkylation
Ji, Xiujie,Cheng, Bowen,Song, Jun,Liu, Chao,Wang, Yufei
experimental part, p. 2053 - 2057 (2009/10/24)
Nitro-substituted phenolic ethers were successfully selectively dealkylated. The directing effect of the nitro group is supported by the excellent regioselectivities and good yields. These reactions demonstrate that the complexation of AlCl3 with the phenolic nitro group is stronger than with the phenolic ether alone. The mechanism for the selective dealkylation directed by the nitro group is proposed.
Intramolecular Cyclization of Aryloxenium Ions. C-O-C and C-C Bond Formation. A Novel Ortho Effect
Abramovitch, Rudolph A.,Bartnik, Romuald,Cooper, Melanie,Dassanayake, Nissanke L.,Hwang, Hang-Yuong,et al.
, p. 4817 - 4818 (2007/10/02)
o-Aryloxenium ions undergo intramolecular C-O-C bond formation readily as shown by the cyclizations yielding dibenzofurans. m-Aryloxenium ions cyclize via C-C bond formation provided the molecule can adopt the appropriate conformation for ring closure to occur.When an oxygen atom is ortho to the ?-aryl cation center, cyclization to form five- or six-membered rings does not occur and this is attributed to an interaction between oxygen and the positive charge that imposes an unfavorible conformation for cyclization on the aryloxy or arylalkyloxy side chain.
