23646-69-7Relevant academic research and scientific papers
Catalyst- And oxidant-free electrochemical: para -selective hydroxylation of N -arylamides in batch and continuous-flow
Chen, Meng-Yi,Fang, Zheng,Guo, Kai,Lin, Xin-Xin,Liu, Cheng-Kou
supporting information, p. 6437 - 6443 (2020/11/09)
Hydroxyl compounds serve as key building blocks in the preparation of biologically active natural products and drugs. Traditionally, hydroxylation of the aromatic ring is achieved using stoichiometric amounts of oxidants, which leads to low atom-economy, undesired by-products, potential explosion risk and environmental pollution. Recently, electrosynthesis has attracted increasing attention as it employs clean electrical energy to promote redox reactions avoiding the use of oxidants. However, due to the poor mass and heat transfers of batch cells, low productivity and selectivity limit its further application. Herein, we develop a catalyst-, oxidant-, acidic solvent- and quaternary ammonium salt-free electrochemical para-selective hydroxylation of N-arylamides at room temperature in batch and continuous-flow. This proposal features excellent position control and water, air and functional group tolerance. Also, it is easy to scale up with higher productivity and selectivity using a flow electrolysis cell.
Rhodium-Catalyzed Synthesis of Amides from Functionalized Blocked Isocyanates
Beauchemin, André M.,Derasp, Joshua S.
, p. 8104 - 8109 (2019/08/26)
Isocyanates are useful building blocks for the synthesis of amides, although their widespread use has been limited by their high reactivity, which often results in poor functional group tolerance and a propensity to oligomerize. Herein, a rhodium-catalyzed synthesis of amides is described coupling boroxines with blocked (masked) isocyanates. The success of the reaction hinges on the ability to form both the isocyanate and the organorhodium intermediates in situ. Relying on masked isocyanate precursors and on the high reactivity of the organorhodium intermediate results in broad functional group tolerance, including protic nucleophilic groups such as amines, anilines, and alcohols.
Substituted amide phenol compound and its preparation method, pharmaceutical composition and use thereof
-
Paragraph 0107; 0112-0115; 0174-0177, (2019/07/04)
The invention discloses substituted-amide phenolic compounds, their preparation method, a pharmaceutical composition and an application thereof. The compounds have a structure as shown in the general formula I, wherein Z, L and Q are as defined in the spe
Pd-catalyzed chemoselective carbonylation of aminophenols with iodoarenes: Alkoxycarbonylation vs aminocarbonylation
Xu, Tongyu,Alper, Howard
supporting information, p. 16970 - 16973 (2015/02/02)
Palladium-catalyzed chemoselective carbonylation of aminophenols with iodoarenes was realized by changing ligand and base. 3- or 4-Aminophenols afforded esters in high yields and selectivities using 1,3-bis(diphenylphosphino)propane as the ligand and K2CO3 as the base, and gave amides in high yields and selectivities using 1,3-bis(diisobutylphosphino)propane as the ligand and DBU as the base. 2-Aminophenol only gave amides in high yields under both conditions.
Synthesis, antimicrobial, and QSAR studies of substituted benzamides
Kumar, Anil,Narasimhan, Balasubramanian,Kumar, Devinder
, p. 4113 - 4124 (2008/03/11)
A series of new substituted benzamides were synthesized and tested in vitro for their antibacterial activity against Gram-positive and Gram-negative bacteria and as well for antifungal activity. The compounds 8i and 9 showed better activity among the different benzamides synthesized. The structural characteristics governing antibacterial activities of substituted benzamides were studied using QSAR methodology. The results showed that the antimicrobial activity could be modeled using the topological descriptors, molecular connectivity indices (2χv and 2χ) and Kiers shape index (κα1). The low residual activity and high cross-validated r2 values (rcv2) observed indicated the predictive ability of the developed QSAR models.
Chlorination of N-acyl derivatives of p-aminophenols (naphthols) and p-phenylenediamines
Avdeenko,Marchenko
, p. 822 - 829 (2007/10/03)
The chlorination of N-acyl derivatives of p-aminophenols can provide either N-acyl-2,3,6-trichloro-4-aminophenols or N-acyl-2,3,5,6-tetrachloro-1,4-benzoquinone imines depending on solvent nature, process temperature, and molar ratio initial compound-chlorine. The chlorination of N-acyl-4-amino-1-naphthols affords only N-acyl-2,3-dichloro-1,4-naphthoquinone imines. N,N′-Diacyl-1,4-phenylenediamines give rise on chlorination to a mixture of 2,5-dichloro-, 2,6-dichloro-, and 2,3-dichloro-N,N′-diacyl-1, 4-phenylenediamines.
The Photolysis of N,O-Diacyl-N-phenylhydroxylamines
Sakurai, Tadamitsu,Yamamoto, Hirofumi,Yamada, Shuichi,Inoue, Hiroyasu
, p. 1174 - 1181 (2007/10/02)
The photochemical decomposition of the title compounds yielded the rearrangement products derived from 1,3- and 1,5-aroyloxyl migrations in addition to the fragmentation products typical of the aroyloxyl and amido radicals, while only 1,3-aroyloxyl migration was observed on thermolysis.The results of crossover experiments indicate an intramolecular rearrangement, probably involving homolysis of the N-O bond in the excited states.Triplet quenching studies demonstrate that the rearrangement and fragmentation proceed exclusively via the first excited singlet state.No formation of the rearrangement products on triplet sensitization was expl ained on the basis of the spin multiplicity effects on a radical-radical recombination process within a solvent cage.
Synthesis and Antiarrhythmic and Parasympatholytic Properties of Substituted Phenols. 2. Amides
Stout, David M.,Matier, W. L.,Barcelon-Yang, Cynthia,Reynolds, Robert D.,Brown, Barry S.
, p. 1347 - 1350 (2007/10/02)
Thirty amides patterned after the antiarrhythmic drug changrolin were synthesized and their antiarrhythmic and parasympatholytic activities were assessed. There was no correlation between antiarrhythmic and parasympatholytic activities. Several of the ami
