Month: October 2022

《Synthesis of the fused heterobicycles , 6-pyridin-2-yl-thieno[2,3-b]pyridine, and 6-pyridin-2-yl-thieno[3,2-c]pyridine》 was written by Nurkkala, Lasse J.; Steen, Robert O.; Dunne, Simon J.. HPLC of Formula: 13250-82-3 And the article was included in Synthesis on April 19 ,2006. The article conveys some information:

Three new pyridylthienopyridines, 5-pyridin-2-ylthieno[3,2-b]pyridine, 6-pyridin-2-ylthieno[2,3-b]pyridine, and 6-pyridin-2-ylthieno[3,2-c]pyridine, were synthesized, each through a different synthetic sequence. Overall yields ranged from 8 to 32%. After reading the article, we found that the author used 2-(Thiophen-3-yl)-1,3-dioxolane(cas: 13250-82-3HPLC of Formula: 13250-82-3)

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.HPLC of Formula: 13250-82-3

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

《Design and Syntheses of Palladium Complexes of NNN/CNN Pincer Ligands: Catalyst for Cross Dehydrogenative Coupling Reaction of Heteroarenes》 was written by Shinde, Vikki N.; Bhuvanesh, Nattamai; Kumar, Anil; Joshi, Hemant. Synthetic Route of C6H6OS And the article was included in Organometallics in 2020. The article conveys some information:

This report describes simple syntheses of a new class of Pd(II) pincer complexes having NNN and CNN coordination modes. The new complexes were fully characterized with the help of 1H and 13C{1H} NMR, HRMS, and IR spectroscopy. The structure and bonding modes of complexes were further authenticated with the help of single-crystal x-ray diffraction. Thermally robust and moisture-/air-insensitive Pd pincer complexes C1-C4 were used as catalysts for cross dehydrogenative coupling (CDC) reactions of two heteroarenes and are very efficient. The catalyst was successful in activating the C-H bond of a variety of heteroarenes, including benzimidazole, imidazole, benzothiazole, imidazopyridine, thiophene, and furan, with only 1.0 mol % of catalyst, achieving excellent yields of the coupled products. The catalyst showed excellent tolerance toward functional groups such as CHO, COMe, COOMe, COOEt, CONHPh, Me, CN, Br, and Cl. Further, the catalyst is reusable up to four reaction cycles with only a minor loss in its efficiency. The mechanism of the CDC reaction was studied through control experiments, and probably a Pd acetate analog of the NNN pincer ligand (C5) is the active catalyst. The experimental process involved the reaction of 1-Thiophen-2-yl-ethanone(cas: 88-15-3Synthetic Route of C6H6OS)

1-Thiophen-2-yl-ethanone(cas: 88-15-3) belongs to thiophenes. Reflecting their high stabilities, thiophenes arise from many reactions involving sulfur sources and hydrocarbons, especially unsaturated ones. Thiophenes are classically prepared by the reaction of 1,4-diketones, diesters, or dicarboxylates with sulfidizing reagents such as P4S10 such as in the Paal-Knorr thiophene synthesis. Synthetic Route of C6H6OS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Shaaban, Saad; Li, Houhua; Otte, Felix; Strohmann, Carsten; Antonchick, Andrey P.; Waldmann, Herbert published their research in Organic Letters on December 4 ,2020. The article was titled 《Enantioselective Synthesis of Five-Membered-Ring Atropisomers with a Chiral Rh(III) Complex》.Reference of Methyl 4-fluorobenzo[b]thiophene-2-carboxylate The article contains the following contents:

Axially chiral atropisomeric compounds are widely applied in asym. catalysis and medicinal chem., and efficient methods for their synthesis are in high demand. This applies in particular to atropisomers derived from five-membered aromatic rings because their lower barrier for rotation among the biaryl axis limits their asym. synthesis. We report here an enantioselective C-H functionalization method using our chiral RhJasCp complex for the synthesis of the biaryl atropisomer types that can be accessed from three different five-membered-ring heterocycles. In addition to this study using Methyl 4-fluorobenzo[b]thiophene-2-carboxylate, there are many other studies that have used Methyl 4-fluorobenzo[b]thiophene-2-carboxylate(cas: 220180-55-2Reference of Methyl 4-fluorobenzo[b]thiophene-2-carboxylate) was used in this study.

Methyl 4-fluorobenzo[b]thiophene-2-carboxylate(cas: 220180-55-2) 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. It 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. Reference of Methyl 4-fluorobenzo[b]thiophene-2-carboxylate

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

The author of 《Synthesis of Benzo[1,2-b:4,5-b’]dithiophene and Benzocondensed Thiaheterocycles》 were Baldoli, Clara; Cauteruccio, Silvia; Licandro, Emanuela. And the article was published in ChemistrySelect in 2019. Electric Literature of C7H8O2S The author mentioned the following in the article:

A two-step synthesis of benzo[1,2-b:4,5-b’]dithiophene (BDT) was carried out starting from 3-thiophene carbaldehyde as the sole thiophene precursor. This method involved the selective lithiation of the 2-position of 3-thiophenecarbaldehyde ethylene acetal, followed by the condensation with 3-thiophenecarbaldehyde and subsequent dehydrative cycloaromatization of the dithienylmethanol intermediate to give BDT. This synthetic pathway was extended to other thiophene benzocondensed heterocycles, e.g., I. In the experimental materials used by the author, we found 2-(Thiophen-3-yl)-1,3-dioxolane(cas: 13250-82-3Electric Literature of C7H8O2S)

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.Electric Literature of C7H8O2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

In 2019,Tetrahedron Letters included an article by Sahoo, Debasis; Sarkar, Sohini; Jana, Samaresh. Recommanded Product: 88-15-3. The article was titled 《A simple synthesis of ketone from carboxylic acid using tosyl chloride as an activator》. The information in the text is summarized as follows:

An effective process for the conversion of carboxylic acids to ketones was discovered. In this process, carboxylic acid was activated using p-toluene sulfonyl group. Under the optimized condition, aromatic, aliphatic heteroaromatic carboxylic acids was proved to be good substrates for this methodol. The byproduct of this reaction can be removed very easily during work up process. Also, one equivalent of organometallic reagent was sufficient to complete this transformation. In addition to this study using 1-Thiophen-2-yl-ethanone, there are many other studies that have used 1-Thiophen-2-yl-ethanone(cas: 88-15-3Recommanded Product: 88-15-3) was used in this study.

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. Recommanded Product: 88-15-3

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

In 2022,Paganelli, Stefano; Tassini, Riccardo; Piccolo, Oreste published an article in ChemistrySelect. The title of the article was 《Sustainable Synthesis of Aryl and Heteroaryl Aldehydes》.Recommanded Product: 1-Thiophen-2-yl-ethanone The author mentioned the following in the article:

In this paper, authors’ focused on the synthesis of some (hetero)aromatic aldehydes, used either as industrial flavor/fragrances of com. interest, such as heliotropine, or as key intermediates for the preparation of some APIs and of other fragrances such as lioral and helional, by reductive carbonylation of halo derivative precursors. In order to carry out an easier and more applicable process, hydrogen donors, instead of gaseous flammable and explosive hydrogen, and recyclable phosphine free low metal content catalysts, were employed. In the experiment, the researchers used 1-Thiophen-2-yl-ethanone(cas: 88-15-3Recommanded Product: 1-Thiophen-2-yl-ethanone)

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. Recommanded Product: 1-Thiophen-2-yl-ethanone

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

《Metalation of 3-thiophenecarboxaldehyde ethylene acetal-the tautomeric structure of 3-formyl-2-thiophenecarboxylic acid》 was published in Arkiv foer Kemi in 1963. These research results belong to Gronowitz, Salo; Gestblom, Bo; Mathiasson, Birgitta. Category: benzothiophene The article mentions the following:

Metalation of 3-thiophenecarboxaldehyde ethylene acetal, b10 103-4°, with BuLi, followed by carbonation gave 78% 3formyl-2-thiophenecarboxylic acid (I), m. 130-1° (C6H6-ligroine). I was identified by mutual coupling of the thiophenic ring hydrogens at 5.2 cycles/sec. in the nuclear magnetic resonance (n.m.r.) spectrum and Ag2O oxidation of I to 2,3-thiophenedicarboxylic acid. The infrared spectrum of I in KBr showed C:O stretching frequencies at 5.87 and 6.09 μ, and no OH stretching absorption at 3 μ. I gave no Me ester on refluxing with MeOH without acid, but with acid a Me ester (II), m. 61-2°; v 5.81, 5.96 μ (KBr). Thus, I must exist in the open aldehydocarboxylic acid structure. The n.m.r, spectra are given for I, II, phthalaldehydic acid (III), the Me ester of III, and the anion of III in Me2CO, dioxane, CHCl3, and H2O. These spectra support the open form of I and the cyclic nature of III. In addition to this study using 2-(Thiophen-3-yl)-1,3-dioxolane, there are many other studies that have used 2-(Thiophen-3-yl)-1,3-dioxolane(cas: 13250-82-3Category: benzothiophene) was used in this study.

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.Category: benzothiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

《Thiophene isosters of isoquinoline. VI. Synthesis of 4,5-dimethylthieno[2,3-c]pyridine and 6,7-dimethylthieno[3,2-c]pyridine》 was published in Chemica Scripta in 1975. These research results belong to Sandberg, Elina. SDS of cas: 13250-82-3 The article mentions the following:

4,7-Dimethylthieno[2,3-c]pyridine (I) was synthesized by hydrolyzing the acetal function in 2-amino-3-[2-(1,3-dioxolan-2-yl)-3-thienyl]butan-3-ol (II) leading to the ring-closed and dehydrated product. The amine was obtained by the reaction of 2-(3-lithio-2-thienyl)-1,3-dioxolane with diacetyl, followed by oximation and reduction 6,7-Dimethylthieno[3,2-c]pyridine (III) was obtained in an analogous manner. The experimental part of the paper was very detailed, including the reaction process of 2-(Thiophen-3-yl)-1,3-dioxolane(cas: 13250-82-3SDS of cas: 13250-82-3)

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.SDS of cas: 13250-82-3

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

In 1988,Chemica Scripta included an article by Gronowitz, Salo; Hoernfeldt, Anna Britta; Yang, Youhua. SDS of cas: 13250-82-3. The article was titled 《Synthesis of dithienopyridines through palladium(0)-catalyzed coupling of 2-tributylstannyl-2-thiophenecarboxaldehyde with t-butyl N-(ortho-halothienyl)carbamates》. The information in the text is summarized as follows:

The title aldehyde (I) reacted with N-(o-halothienyl)carbamate esters, such as carbamate II, and Pd(PPh3)4 to give dithienopyridines III (R1R2 = CH:CHS, SCH:CH) and IV. I, tert-Bu N-(3-iodo-2-thienyl)carbamate, and Pd(PPh3)4 gave III (R1R2 = SCH:CH). The results came from multiple reactions, including the reaction of 2-(Thiophen-3-yl)-1,3-dioxolane(cas: 13250-82-3SDS of cas: 13250-82-3)

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.SDS of cas: 13250-82-3

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

The author of 《Benzodithiophenes. A general method of synthesis》 were Gronowitz, Salo; Dahlgren, Torsten. And the article was published in Chemica Scripta in 1977. Recommanded Product: 2-(Thiophen-3-yl)-1,3-dioxolane The author mentioned the following in the article:

Through the Wittig reaction between o-bromoformylthiophenes and o-bromothenyltriphenylphosphoranes all six cis-1,2-di(o-bromothienyl)ethenes could be obtained. Halogen-metal exchange of these compounds with BuLi followed by reaction with CuCl2 yielded all six benzodithiophenes which are analogous to phenanthrene, namely benzo[1,2-b:4,3-b’]dithiophene, benzo[2,1-b:3,4-b’]dithiophene, benzo[1,2-b:3,4-b’]dithiophene, benzo[1,2-b:3,4-c’]dithiophene, benzo[2,1-b:3,4-c’]dithiophene and benzo[1,2-c:3,4-c’]dithiophene. The [b,c]-fused systems, although relatively stable in solution, could not be isolated due to dimerization or polymerization They could be characterized by reaction with di-Me acetylenedicarboxylate. After S extrusion, 7,8-dicarbomethoxynaphtho[2,1-b]thiophene and 7,8-dicarbomethoxynaphtho[1,2-b]thiophene are formed from the corresponding cycloaddition products. The other four benzodithiophenes did not react in the Diels-Alder reaction. The results came from multiple reactions, including the reaction of 2-(Thiophen-3-yl)-1,3-dioxolane(cas: 13250-82-3Recommanded Product: 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.Recommanded Product: 2-(Thiophen-3-yl)-1,3-dioxolane

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem