63409-04-1Relevant academic research and scientific papers
Palladium-Catalyzed Regiospecific peri- And ortho-C-H Oxygenations of Polyaromatic Rings Mediated by Tunable Directing Groups
Hu, Lihong,Jiang, Jing,Lin, Yaoyu,Ma, Congzhe,Song, Wanbin,Yuan, Dandan,Zhang, Yinan
supporting information, p. 279 - 284 (2021/01/13)
An efficient divergent approach of Pd-catalyzed C-H oxygenation of polyaromatic rings is described. Reversible directing groups enable regiospecific peri- and ortho-oxygenation to readily access a wide array of polyaromatic phenols without pre- and postmanipulation of directing groups. The systematic mechanistic investigation, including deuterium-labeling experiments, palladacycle trapping, and DFT calculations, reveals that the tunable ligand-assisted C-H bond cleavage played a crucial role during the reaction process.
Synthesizing method of fused-ring aryl substituted formaldehyde compound
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Paragraph 0010; 0021, (2016/11/24)
The invention discloses a synthesizing method of a fused-ring aryl substituted formaldehyde compound, and belongs to the technical field of synthesis technologies of aldehyde compounds. According to the technical scheme, the synthesizing method of the fused-ring aryl substituted formaldehyde compound particularly comprises the steps that a 1-phenyl-4-pentyne-2-alcohol compound or a 1-(naphthalene-1-base)-4-pentyne-2-alcohol compound is dissolved in solvent, accelerant is added, a reaction is conducted in an air atmosphere at 0-40 DEG C, and the fused-ring aryl substituted formaldehyde compound is obtained, wherein the solvent adopts tetrahydrofuran or acetonitrile or dichloromethane, and the accelerant adopts iodine monochloride. The synthesizing method starts from the raw materials which are simple and easy to prepared, and by means of a one-pot cascade reaction, a 1-naphthaldehyde compound or a 1-phenanthrenecarboxaldehyde compound is obtained directly, that is to say, fused-ring aryl and aldehyde groups are built simultaneously in the one-pot cascade reaction; operation is convenient, the condition is mild, atoms are high in economic efficiency, substrates are wide in application scope, and the synthesizing method of the fused-ring aryl substituted formaldehyde compound is suitable for industrial production.
Synthesis of 1-naphthaldehydes via the cascade reactions of 1-phenylpent-4-yn-2-ols promoted by iodine monochloride
Li, Bin,Shen, Nana,Fan, Xuesen,Zhang, Xinying
, p. 1843 - 1846 (2016/04/19)
A novel and convenient synthesis of 1-naphthaldehydes through iodine monochloride promoted cascade reactions of 1-phenylpent-4-yn-2-ols is presented. Compared with literature procedures, this new method has advantages such as simple operation procedure, mild reaction conditions, good efficiency, and excellent regio-selectivity.
FORMATION OF MONOALDEHYDES BY CERIUM(IV) AMMONIUM NITRATE OXIDATION OF UNSYMMETRIC DIMETHYLNAPHTHALENES
Sydnes, Leiv K.,Hansen, Sissel H.,Burkow, Ivan C.,Saethre, Leif J.
, p. 5205 - 5208 (2007/10/02)
When 1,2-,1,3-and 1,6-dimethylnaphthalene are oxidized by Ce(4+) in acetic acid the corresponding monoaldehydes are formed in better than 80percent yield.In each case aldehyde formation takes place with a high degree of selectivity as the methyl-1-to methyl-2-naphthaldehyde ratio is better than 11:1.The selectivity may be explained from differences in reactivity as calculated within the frontier orbital method.
