4572-26-3Relevant academic research and scientific papers
Palladium-Catalyzed Directed para C?H Functionalization of Phenols
Patra, Tuhin,Bag, Sukdev,Kancherla, Rajesh,Mondal, Anirban,Dey, Aniruddha,Pimparkar, Sandeep,Agasti, Soumitra,Modak, Atanu,Maiti, Debabrata
supporting information, p. 7751 - 7755 (2016/07/07)
Various practical methods for the selective C?H functionalization of the ortho and recently also of the meta position of an arene have already been developed. Following our recent development of the directing-group-assisted para C?H functionalization of toluene derivatives, we herein report the first remote para C?H functionalization of phenol derivatives by using a recyclable silicon-containing biphenyl-based template. The effectiveness of this strategy was illustrated with different synthetic elaborations and by the synthesis of various phenol-based natural products.
A singlet oxygen approach to oxaspirocycles
Jones, Kevin M.,Hillringhaus, Tim,Klussmann, Martin
, p. 3294 - 3297 (2013/06/27)
A method for the preparation of oxygen containing spirocycles using singlet oxygen is reported. A series of phenols were converted into the corresponding peroxy-cyclohexadienone derivatives by irradiation with visible light in the presence of a sensitizer and oxygen. The resulting peroxides could be converted into ether and lactone spirocycles in one or two steps. The synthesis of the oxaspirocycles from the phenols can also be performed in a one-pot fashion, avoiding the isolation of the peroxide intermediates.
New oxidative transformations of phenolic and indolic oxazolines: An avenue to useful azaspirocyclic building-blocks
Braun, Norbert A.,Ousmer, Malika,Bray, Jonathan D.,Bouchu, Denis,Peters, Karl,Peters, Eva-Maria,Ciufolini, Marco A.
, p. 4397 - 4408 (2007/10/03)
The oxidative cyclization of a phenolic amide to a spirolactam has long been regarded as an 'impossible' reaction, because exposure of the substrates to a variety of oxidants results in formation of spirolactones with consequent loss of the amine segment. We recently communicated that this heretofore unknown transformation may be achieved by oxidation of oxazoline analogues of phenolic and indolic amides. Herein, we provide full details of our work.
Oxidation with hypervalent iodine reagents. Part II: Novel cyclohexadienones as precursors for the synthesis of anthraquinones
Mitchell, Anthony S.,Russell, Richard A.
, p. 4387 - 4410 (2007/10/03)
The oxidation of substituted phenols with phenyliodonium diacetate in methanol was found to afford 2,4-cyclohexadienones, 2,5-cyclohexadienones or mixtures of isomers, depending on the substrate being oxidized. Annulation of these cyclohexadienones with the anion of 3-cyanophthalide afforded anthraquinones in high yields.
