35582-86-6Relevant academic research and scientific papers
Aerobic Copper-Catalyzed Salicylaldehydic Cformyl?H Arylations with Arylboronic Acids
Xiao, Lin,Lang, Tao-Tao,Jiang, Ying,Zang, Zhong-Lin,Zhou, Cheng-He,Cai, Gui-Xin
supporting information, p. 3278 - 3283 (2021/02/01)
We report a challenging copper-catalyzed Cformyl?H arylation of salicylaldehydes with arylboronic acids that involves unique salicylaldehydic copper species that differ from reported salicylaldehydic rhodacycles and palladacycles. This protocol has high chemoselectivity for the Cformyl?H bond compared to the phenolic O?H bond involving copper catalysis under high reaction temperatures. This approach is compatible with a wide range of salicylaldehyde and arylboronic acid substrates, including estrone and carbazole derivatives, which leads to the corresponding arylation products. Mechanistic studies show that the 2-hydroxy group of the salicylaldehyde substrate triggers the formation of salicylaldehydic copper complexes through a CuI/CuII/CuIII catalytic cycle.
One-pot synthesis of 3,4-disubstituted coumarins under catalysis of Mn 3O4 nanoparticles
Sun, Huayin,Zhang, Yonghui,Guo, Fengfeng,Yan, Yizhe,Wan, Changfeng,Zha, Zhenggen,Wang, Zhiyong
, p. 480 - 483 (2012/03/09)
The one-pot synthesis of 3,4-disubstituted coumarins from substituted 2-(hydroxymethyl)phenols with β-keto esters catalyzed by Mn 3O4 nanoparticles was developed. A series of 3,4-disubstituted coumarin derivatives were obtained in good yields. A new method for the one-pot synthesis of 3,4-disubstituted coumarins from substituted 2-(hydroxymethyl)phenols with β-keto esters catalyzed by Mn 3O4 nanoparticles has been developed. A series of 3,4-disubstituted coumarin derivatives were synthesized from substituted 2-(hydroxymethyl)phenols and β-keto esters in good yields. Copyright
Fries rearrangement in ionic melts
Harjani, Jitendra R.,Nara, Susheel J.,Salunkhe, Manikrao M.
, p. 1979 - 1981 (2007/10/03)
1-Butyl-3-methylimidazolium chloroaluminate, [BMIm]+Al2Cl7-, was used as a solvent as well as a Lewis acid catalyst in Fries rearrangement reactions of phenyl benzoates. The rate of consumption of phenyl benzoate obeyed first-order kinetics. Good yields and high selectivity are the features observed in this unconventional but interesting aprotic solvent.
Alumina in Methanesulfonic Acid (AMA) as a New Efficient Reagent for Direct Acylation of Phenol Derivatives and Fries Rearrangement. A Convenient Synthesis of o-Hydroxyarylketones
Sharghi, Hashem,Kaboudin, Babak
, p. 2678 - 2695 (2007/10/03)
Alumina in methanesulfonic acid (AMA) is used to prepare o-hydroxyaryl ketones by acylation of phenol and naphthol derivatives with carboxylic acids and the Fries rearrangement of phenolic esters. Mechanistic studies show that the acylation reaction in AMA occurred through an esterification followed by a Fries rearrangement of the phenolic ester by an intermolecular mechanism.
