67001-63-2Relevant academic research and scientific papers
Photoinduced Specific Acylation of Phenolic Hydroxy Groups with Aldehydes
Ishida, Naoki,Kawasaki, Tairin,Murakami, Masahiro
supporting information, p. 18267 - 18271 (2020/08/21)
A convenient method is reported to specifically acylate phenolic hydroxyl groups through a radical pathway. When a mixture of an aldehyde and a phenol in ethyl acetate is irradiated with blue light in the presence of iridium and nickel bromide catalysts at ambient temperature, phenoxyl and acyl radicals are transiently generated in situ and cross-couple to furnish an ester. Aliphatic hydroxy groups remain untouched under the reaction conditions.
Rhodium-Catalyzed Carbonylative Coupling of Alkyl Halides with Phenols under Low CO Pressure
Ai, Han-Jun,Li, Chong-Liang,Wang, Hai,Wu, Xiao-Feng
, p. 5147 - 5152 (2020/05/27)
A rhodium-catalyzed carbonylative transformation of alkyl halides under low pressure of CO has been developed. This robust catalyst system allows using phenols as the carbonylative coupling partner and, meanwhile, exhibits high functional group tolerance and good chemoselectivity. Substrates even with a large steric hindrance group or multiple reaction sites can be selectively converted into the desired products in good to excellent yields. A gram-scale experiment was performed and delivered an almost quantitative amount of the product. Control experiments were performed as well, and a possible reaction mechanism is proposed.
Electrochemical generation and reactions of acyloxytriphenylphosphonium ions
Ohmori, Hidenobu,Maeda, Hatsuo,Kikuoka, Masayuki,Maki, Toshihide,Masui, Masaichiro
, p. 767 - 776 (2007/10/02)
Constant-current electrolysis, in an undivided cell, of Ph3P in the presence of a carboxylic acid in CH2Cl2 containing 2,6-lutidinium perchlorate as the supporting electrolyte was shown to generate the corresponding acyloxyphosphonium ion, Ph3P+-OCOR, which was converted in situ to esters, amides, and β-lactams under mild conditions.
