36809-08-2Relevant academic research and scientific papers
Design, synthesis, and preliminary pharmacological evaluation of novel thiazolidinone derivatives as potential benzodiazepine agonists
Almasirad, Ali,Ghadimi, Maryam,Mirahmadi, Saeideh,Ahmadian Kodakan, Pouya,Jahani, Reza,Nazari, Maryam,Rezaee, Elham,Azizian, Homa,Rabizadeh, Parmida,Tabatabai, Sayyed Abbas,Faizi, Mehrdad
, (2021/02/01)
Abstract: Thiazolidinones are well-known heterocycles that demonstrate promising biological effects such as anticonvulsant activity. Hybridization of these chemicals with scaffold, which has necessary pharmacophores for binding to the benzodiazepine recep
Electrochemical Reductive Smiles Rearrangement for C-N Bond Formation
Chang, Xihao,Zhang, Qinglin,Guo, Chang
, p. 10 - 13 (2019/01/04)
A conceptually new and synthetically valuable radical Smiles rearrangement reaction is reported under undivided electrolytic conditions. This protocol employs an entirely new strategy for the electrochemical radical Smiles rearrangement. Remarkably, an amidyl radical generated from the cleavage of the N-O bond under reductive electrolytic conditions plays a crucial role in this transformation. Various hydroxylamine derivatives bearing different substituents are suitable in this electrochemical transformation, furnishing the corresponding amides in up to 86% yield.
A photoredox-neutral Smiles rearrangement of 2-aryloxybenzoic acids
Gonzalez-Gomez, Jose C.,Ramirez, Nieves P.,Lana-Villarreal, Teresa,Bonete, Pedro
supporting information, p. 9680 - 9684 (2017/11/30)
We report on the use of visible light photoredox catalysis for the radical Smiles rearrangement of 2-aryloxybenzoic acids to obtain aryl salicylates. The method is free of noble metals and operationally simple and the reaction can be run under mild batch or flow conditions. Being a redox neutral process, no stoichiometric oxidants or reductants are needed.
Efficient Aryl Migration from an Aryl Ether to a Carboxylic Acid Group To Form an Ester by Visible-Light Photoredox Catalysis
Wang, Shao-Feng,Cao, Xiao-Ping,Li, Yang
, p. 13809 - 13813 (2017/10/24)
We have developed a highly efficient aryl migration from an aryl ether to a carboxylic acid group through retro-Smiles rearrangement by visible-light photoredox catalysis at ambient temperature. Transition metals and a stoichiometric oxidant and base are avoided in the transformation. Inspired by the high efficiency of this transformation and the fundamental importance of C?O bond cleavage, we developed a novel approach to the C?O cleavage of a biaryl ether to form two phenolic compounds, as demonstrated by a one-pot, two-step gram-scale reaction under mild conditions. The aryl migration exhibits broad scope and can be applied to the synthesis of pharmaceutical compounds, such as guacetisal. Primary mechanistic studies indicate that the catalytic cycle occurs by a reductive quenching pathway.
Microwave-assisted synthesis of 2-phenoxybenzoic acids
Pellon, Rolando F.,Martin, Ana,Mesa, Miriam,Docampo, Maite L.,Gomez, Victoria
, p. 527 - 529 (2007/10/03)
Substituted 2-phenoxybenzoic acid derivatives were synthesised in high yield and in short reaction times using the Ullmann condensation of 2-chlorobenzoic acid with phenol derivatives under microwave irradiation in dry media.
The use of ultrasound in the synthesis of 2-carboxy substituted diphenylethers using water as solvent
Pellon Comdom, Rolando F.,Docampo Palacios, Maite L.
, p. 921 - 926 (2007/10/03)
An improved synthesis of 2-carboxy substituted diphenylethers using water as solvent can be achieved by ultrasound irradiation. A number of diphenylethers was prepared in good yields in a very short reaction time.
Substituted (2-Phenoxyphenyl)acetic Acids with Antiinflammatory Activity. 1
Atkinson, David C.,Godfrey, Keith E.,Meek, Bernard,Saville, John F.,Stillings, Michael R.
, p. 1353 - 1360 (2007/10/02)
The synthesis and antiinflammatory activity of a series of substituted (2-phenoxyphenyl)acetic acids are described.Initial screening in the adjuvant arthritis test showed that halogen substitution in the phenoxy ring enhanced activity considerably.Ulcerogenic potential, as measured by the minimum ulcerogenic dose (MUD), was low in almost all the acids tested. acetic acid possessed the most favorable combination of potency with low toxicity, including ulcerogenicity, and this compound is now in therapeutic use.
