15836-30-3Relevant academic research and scientific papers
Benzo[b]tiophen-3-ol derivatives as effective inhibitors of human monoamine oxidase: design, synthesis, and biological activity
Guglielmi, Paolo,Secci, Daniela,Petzer, Anél,Bagetta, Donatella,Chimenti, Paola,Rotondi, Giulia,Ferrante, Claudio,Recinella, Lucia,Leone, Sheila,Alcaro, Stefano,Zengin, Gokhan,Petzer, Jacobus P.,Ortuso, Francesco,Carradori, Simone
, p. 1511 - 1525 (2019/08/26)
A series of benzo[b]thiophen-3-ols were synthesised and investigated as potential human monoamine oxidase (hMAO) inhibitors in vitro as well as ex vivo in rat cortex synaptosomes by means of evaluation of 3,4-dihydroxyphenylacetic acid/dopamine (DOPAC/DA)
Use of Phenacyl Thiosalicylates for the Preparation of 3-Hydroxybenzo[ b ]thiophene Derivatives
Trapani, Patricia,Kvapil, Lubomír,Hradil, Pavel,Soural, Miroslav
supporting information, p. 810 - 814 (2018/02/16)
In this work, we attempted to synthesize thioflavonols using rearrangement of phenacyl thiosalicylates prepared by two different approaches and subjected to cyclization under acidic conditions. Contrary to our expectations, the isolated products were iden
Facile synthesis of 2-substituted benzo[b]thiophen-3-ols in water
Pan, Ben,Ren, Peng,Song, Haibin,Wang, Zhihong
supporting information, p. 1337 - 1344 (2013/05/09)
A facile synthesis of 2-substituted benzo[b]thiophen-3-ols in a simple reaction system is reported with water as the only media. Density functional theory (DFT) investigations suggest two pathways comparable in energetics: A neutral pathway with concerted
Iron-ligand coordination in tandem radical cyclizations: Synthesis of benzo[b]thiophenes by a one-pot reaction of iron 1,3-diketone complexes with 2-thiosalicylic acids
Chan, Sharon Lai-Fung,Low, Kam-Hung,Yang, Chen,Cheung, Samantha Hui-Fung,Che, Chi-Ming
supporting information; experimental part, p. 4709 - 4714 (2011/06/17)
Iron-the mediator: 1,3-Diketone ligands coordinated to iron undergo unprecedented tandem reactions with 2-thiosalicylic acids to give 2-substituted 3-hydroxylbenzo[b]thiophenes in up to 98 % yield. A similar reaction with 2-mercaptonicotinic acid gave a thieno[2,3-b]pyridine derivative in 72 % yield (see scheme). A mechanism involving redox transformation and tandem radical cyclization of the coordinated ligands is proposed. Copyright
Application of directed metalation in synthesis. Part 8: Interesting example of chemoselectivity in the synthesis of thioaurones and hydroxy ketones and a novel anionic ortho-Fries rearrangement used as a tool in the synthesis of thienopyranones and thiafluorenones
Pradhan, Tarun Kanti,De, Asish,Mortier, Jacques
, p. 9007 - 9017 (2007/10/03)
Chemoselective synthesis of thioaurones or 3-hydroxy benzo[b]thiophen-2- aryl ketones, 1-hydroxy naphtho[2,1-b]thiophen-2-aryl ketones and chalcones from N,N-diethyl-ortho-methyl sulfanyl aryl amides were described. (Benzo[b]thiophen-2-yl) alkylates and (naphtho[2,1-b]thiophen-2-yl) alkylates undergo a novel anionic ortho-Fries rearrangement leading to (3-hydroxy benzo[b]thiophen-2-yl) and (1-hydroxy naphtho[2,1-b]thiophen-2-yl) alkyl ketones. The hydroxy ketones were used as intermediates in the synthesis of wide range of benzothienopyranones and thiafluorenones.
Activities of 2-carboxanilido 3-hydroxybenzo[b]thiophens against molluscs Biomphalaria
Gayral,Buisson,Royer
, p. 187 - 189 (2007/10/02)
The title compounds are shown to be nearly as active against molluscs as Niclosamide when they are either dihalogenated or monohalogenated and mononitrated on the benzene ring.
