Tag: 100-200

Reference of 4-Fluorobenzo[b]thiophene-2-carboxylic acidOn March 1, 2010, Planty, Bruno; Pujol, Chantal; Lamothe, Marie; Maraval, Catherine; Horn, Clemens; Le Grand, Bruno; Perez, Michel published an article in Bioorganic & Medicinal Chemistry Letters. The article was 《Exploration of a new series of PAR1 antagonists》. The article mentions the following:

Two series of new PAR1 antagonists have been identified. The first incorporates a cinnamoylpiperidine motif and the second a cinnamoylpyridine pattern. The synthesis, biol. activity and structure-activity relationship of these compounds are presented. In each series, one analog showed potent in vivo antithrombotic activity in a rat AV shunt model, with up to 53% inhibition at 1.25 mpk iv for compound I. The experimental part of the paper was very detailed, including the reaction process of 4-Fluorobenzo[b]thiophene-2-carboxylic acid(cas: 310466-37-6Reference of 4-Fluorobenzo[b]thiophene-2-carboxylic acid)

4-Fluorobenzo[b]thiophene-2-carboxylic acid(cas: 310466-37-6) belongs to benzothiophene.Benzothiophene is a fused ring compound of thiophene ring and benzene ring, which is an important class of heterocycles with advantageous structures. Reference of 4-Fluorobenzo[b]thiophene-2-carboxylic acidIt has been used as a raw material for the synthesis of biologically active structures and is found in pharmaceuticals such as selective estrogen receptor modulators, leukotriene synthesis inhibitors and antifungals, as well as in many natural products.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

In 2019,Angewandte Chemie, International Edition included an article by Falconnet, Alban; Magre, Marc; Maity, Bholanath; Cavallo, Luigi; Rueping, Magnus. COA of Formula: C6H6OS. The article was titled 《Asymmetric Magnesium-Catalyzed Hydroboration by Metal-Ligand Cooperative Catalysis》. The information in the text is summarized as follows:

Asym. catalysis with readily available, cheap, and nontoxic alk. earth metal catalysts represents a sustainable alternative to conventional synthesis methodologies. In this context, the authors describe the development of a 1st Mg(II)-catalyzed enantioselective hydroboration providing the products with excellent yields and enantioselectivities. NMR spectroscopy studies and DFT calculations provide insights into the reaction mechanism and the origin of the enantioselectivity which can be explained by a metal-ligand cooperative catalysis pathway involving a noninnocent ligand. The experimental process involved the reaction of 1-Thiophen-2-yl-ethanone(cas: 88-15-3COA of Formula: C6H6OS)

1-Thiophen-2-yl-ethanone(cas: 88-15-3) belongs to thiophenes. Specialized thiophenes can be synthesized similarly using Lawesson’s reagent as the sulfidizing agent, or via the Gewald reaction, which involves the condensation of two esters in the presence of elemental sulfur. Another method is the Volhard–Erdmann cyclization. COA of Formula: C6H6OS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

In 2019,Applied Organometallic Chemistry included an article by Balamurugan, Gunasekaran; Balaji, Sundarraman; Ramesh, Rengan; Bhuvanesh, Nattamai S. P.. Category: benzothiophene. The article was titled 《Synthesis and Structures of Arene Ruthenium (II)-NHC Complexes: Efficient Catalytic α-alkylation of ketones via Hydrogen Auto Transfer Reaction》. The information in the text is summarized as follows:

A panel of six new arene Ru (II)-NHC complexes (NHC = 1,3-diethyl-(5,6-dimethyl)benzimidazolin-2-ylidene, 1,3-dicyclohexylmethyl-(5,6-dimethyl)benzimidazolin-2-ylidene and 1,3-dibenzyl-(5,6-dimethyl)benzimidazolin-2-ylidene) were synthesized from the transmetallation reaction of Ag-NHC with [(η6-arene)RuCl2]2 and characterized. The ruthenium (II)-NHC complexes were developed as effective catalysts for α-alkylation of ketones and synthesis of bioactive quinoline using primary/amino alcs. as coupling partners resp. The reactions were performed with 0.5 mol% catalyst load in 8 h under aerobic condition and the maximum yield was up to 96%. Besides, the different alkyl wingtips on NHC and arene moieties were studied to differentiate the catalytic robustness of the complexes in the transformations. The experimental process involved the reaction of 1-Thiophen-2-yl-ethanone(cas: 88-15-3Category: benzothiophene)

1-Thiophen-2-yl-ethanone(cas: 88-15-3) belongs to thiophenes. Specialized thiophenes can be synthesized similarly using Lawesson’s reagent as the sulfidizing agent, or via the Gewald reaction, which involves the condensation of two esters in the presence of elemental sulfur. Another method is the Volhard–Erdmann cyclization. Category: benzothiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

In 1967,Acta Chemica Scandinavica (1947-1973) included an article by Gronowitz, Salo; Persson, Birgitta. Safety of 2-(Thiophen-3-yl)-1,3-dioxolane. The article was titled 《A convenient synthesis of thieno[2,3-b]thiophene》. The information in the text is summarized as follows:

Compound I (0.10 mole) in 30 ml. Et2O was treated dropwise with 89 ml. 1.2N BuLi in Et2O under N, the mixture refluxed 20 min., cooled in ice, 0.10 mole dry S added in small portions, the mixture refluxed 1 hr., cooled, 0.10 mole ClCH2CO2Me in 20 ml. Et2O added dropwise, and, after standing overnight, the mixture added to cold 2N HCl. The solution was extracted with Et2O, the extract dried, added dropwise to a solution of 6.9 g. Na in 200 ml. EtOH, the mixture refluxed 5 hrs., Et2O distilled, and the residue added to H2O and acidified to precipitate 94% II, m. 242-4° (AcOH). Crude II (9.2 g.), 5 g. Cu powder, and 100 ml. quinoline was heated carefully to 180° for 2 hrs. and to 225-30° for 24 hrs., the mixture distilled, the distillate acidified, and the insoluble oil distilled to give 78% title compound (III) b10 95°; picrate m. 135.5-6.5° (MeOH and EtOH). After reading the article, we found that the author used 2-(Thiophen-3-yl)-1,3-dioxolane(cas: 13250-82-3Safety of 2-(Thiophen-3-yl)-1,3-dioxolane)

2-(Thiophen-3-yl)-1,3-dioxolane(cas: 13250-82-3) is one of dioxolane. 1,3-Dioxolane derivatives are recognized as important motifs for the construction of numerous pharmacologically active molecules as antiviral, antifungal, anti-HIV, and adrenoreceptor antagonists.Safety of 2-(Thiophen-3-yl)-1,3-dioxolane

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem