Category: benzothiophene

《Well-defined PEPPSI-themed palladium-NHC complexes: synthesis, and catalytic application in the direct arylation of heteroarenes》 was written by Kaloglu, Murat; Gurbuz, Nevin; Yildirim, Ilkay; Ozdemir, Namik; Ozdemir, Ismail. Related Products of 88-15-3 And the article was included in Applied Organometallic Chemistry in 2020. The article conveys some information:

In this study, a series of benzimidazolium salts were synthesized as unsym. N-heterocyclic carbene (NHC) precursors. Benzimidazolium salts were used for synthesis of the PEPPSI (pyridine enhanced precatalyst preparation stabilization and initiation)-themed, six new Pd-complexes I [R = 4-MeOC6H4CH2, 4-t-BuC6H4, 2,4,6-(Me)3C6H2, etc.; X = Cl, Br]. The structures of all compounds were characterized by various spectroscopic techniques such as 1H NMR, 13C NMR and FT-IR. The more detailed structural characterization of four of the complexes was determined by single crystal X ray diffraction study. The catalytic activities of all Pd-complexes were evaluated in the direct arylation of the 2-acetylfuran and 2-acetylthiophene with aryl bromides in the presence of 1 mol% catalyst loading to afford biaryls II [R1 = Ph, 4-MeC6H4, 4-CHOC6H4, etc.; Y = O,S]. The experimental part of the paper was very detailed, including the reaction process of 1-Thiophen-2-yl-ethanone(cas: 88-15-3Related Products of 88-15-3)

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. Related Products of 88-15-3

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

《Exploration of Mesyl Chloride in a One Pot Conversion of Carboxylic Acids to Ketones》 was written by Mekonnen, Habtamu Gelaw; Sahoo, Debasis; Jana, Samaresh; Maji, Sanjoy Kumar. Category: benzothiophene And the article was included in Current Organocatalysis in 2020. The article conveys some information:

A simple and convenient one-pot methodol. for the synthesis of ketones R1C(O)R2 [R1 = Ph, 4-ClC6H4, 3,5-di-MeOC6H3, 2-furyl, 2-thienyl; R2 = Me, n-Bu] from carboxylic acids was developed. A carboxylic acid was converted to a mixed anhydride using mesyl chloride in the presence of a base. This mixed anhydride was then reacted with a suitable organometallic reagent at -20°C to obtain the desired ketone. Under the optimized reaction conditions, various aromatic and heteroaromatic carboxylic acids were converted to the corresponding ketones using organolithium and organomagnesium reagents with short reaction times. 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: 88-15-3Category: benzothiophene) was used in this study.

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. Category: benzothiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

《Preparation of optically active 2-(or 3)(p-tolylsulfinyl)-3(or 2)furyl- or thienylcarboxaldehydes》 was written by Girodier, Laurent D.; Maignan, Christian S.; Rouessac, Francis P.. Application In Synthesis of 2-(Thiophen-3-yl)-1,3-dioxolane And the article was included in Tetrahedron: Asymmetry on August 31 ,1995. The article conveys some information:

The preparation of the four enantiomerically pure title compounds is described by reaction of (1)-(-)-Ss-menthyl-p-toluenesulfinate on furan or thiophene precursors. The experimental process involved the reaction of 2-(Thiophen-3-yl)-1,3-dioxolane(cas: 13250-82-3Application In Synthesis 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.Application In Synthesis of 2-(Thiophen-3-yl)-1,3-dioxolane

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

The author of 《Lewis Base-Catalyzed Enantioselective Conjugate Reduction of β,β-Disubstituted α,β-Unsaturated Ketones with Trichlorosilane: E/Z-Isomerization, Regioselectivity, and Synthetic Applications》 were Sugiura, Masaharu; Ashikari, Yasuhiko; Takahashi, Yuka; Yamaguchi, Koki; Kotani, Shunsuke; Nakajima, Makoto. And the article was published in Journal of Organic Chemistry in 2019. Synthetic Route of C6H6OS The author mentioned the following in the article:

The chiral bisphosphine dioxide-catalyzed asym. conjugate reduction of acyclic β,β-disubstituted α,β-unsaturated ketones with trichlorosilane affords saturated ketones having a stereogenic carbon center at the carbonyl β-position with high enantioselectivities. Because the E/Z-isomerizations of enone substrates occur concomitantly, reduction products with the same absolute configurations are obtained from either (E)- or (Z)-enones. Conjugate reduction is accelerated in the presence of an electron-rich aryl group at the β-position of the enone owing to its carbocation-stabilizing ability. Computational studies were also conducted in order to elucidate the origin of the observed enantioselectivity. The regio- and enantioselective reductions of dienones were realized and applied to the syntheses of ar-turmerone, turmeronol A, mutisianthol, and jungianol, which are optically active sesquiterpenes. 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

《Palladium-carbene catalyzed direct arylation of five-membered heteroaromatics》 was written by Kaloglu, Murat; Kaloglu, Nazan; Yildirim, Ilkay; Ozdemir, Namik; Ozdemir, Ismail. Computed Properties of C6H6OS And the article was included in Journal of Molecular Structure in 2020. The article conveys some information:

In this study, PEPPSI-type, (PEPPSI = Pyridine Enhanced Precatalyst Preparation Stabilization and Initiation), new Pd-catalysts with N-heterocyclic carbene ligand I [R1 = Ph, 4-MeC6H4, 2,4,6-(Me)3C6H2, etc.; R2 = nBu, 3-MeOC6H4; X = Cl, Br] were synthesized and used as catalysts in the synthesis of bi(hetero)arenes R3-R4 [R3 = 5-acetyl-2-thienyl, furan-2-carbonyl, 4,5-dimethyl-thiazolyl; R4 = Ph, 4-MeC6H4, 3-quinolyl, etc.] by direct arylation process. The structures of complexes I were elucidated by different spectroscopic and anal. techniques such as NMR, FT-IR and elemental anal. The more detailed structural characterization of one of the complexes I [R1 = 4-MeC6H4; R2 = 3-MeOC6H4; X = Br] was determined by single-crystal X-ray diffraction study. Complexes I were used as effective catalysts in the direct arylation of five-membered heteroaromatics such as thiophene, furan and thiazole derivatives with aryl bromides in the presence of 1 mol% of catalyst loading and successful results were obtained. In the experimental materials used by the author, we found 1-Thiophen-2-yl-ethanone(cas: 88-15-3Computed Properties 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. Computed Properties of C6H6OS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

《Development and Process Intensification of an Efficient Flow-Cascade Reaction Sequence in the Synthesis of Afizagabar》 was written by Petho, Balint; Szilagyi, Gabor B.; Mengyel, Bela; Nagy, Tamas; Farkas, Ferenc; Katai-Fadgyas, Katalin; Volk, Balazs. Synthetic Route of C10H7FO2S And the article was included in Organic Process Research & Development on April 15 ,2022. The article conveys some information:

The traditional, batchwise pilot plant manufacturing process of a key intermediate drug candidate afizagabar (S44819) involved several kinds of transformations (besides a Dakin-West-type reaction, a ring closure and a keto reduction step). To mitigate some of the hazards associated with this sequence, a flow chem. approach was developed. First, a flow-cascade process was elaborated, which furnished the product with a throughput of 1.52 g/h with a HPLC purity of 95.6%. The bottleneck of the procedure in terms of output was the heterogeneous catalytic hydrogenation, therefore subsequent process intensification efforted primarily concentrated on this step. Finally, application of higher concentrations and an upscaled hydrogenation reactor combined with the corresponding adjustment of parameters of further reaction steps resulted in an efficient process with an effective product yield of 11.95 g/h and an increased HPLC purity (97.1%). The 4-step uninterrupted process described here was based on a newly developed heterogeneous flow reactor system and a custom-made liquid-liquid extractor, providing an instructive case study on handling hazardous processes in a safe and efficient way. After reading the article, we found that the author used Methyl 4-fluorobenzo[b]thiophene-2-carboxylate(cas: 220180-55-2Synthetic Route of C10H7FO2S)

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. Synthetic Route of C10H7FO2SIt 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

Reference of 1-Thiophen-2-yl-ethanoneIn 2019 ,《Thiophene and furan appended pyrazoline based fluorescent chemosensors for detection of Al3+ ion》 was published in Inorganic Chemistry Communications. The article was written by Rangasamy, Manjunath; Palaninathan, Kannan. The article contains the following contents:

Thiophene and furan appended pyrazoline receptors R1 and R2 were designed and synthesized for selective detection of Al3+ ion. Their photophys. properties were studied by UV-visible and fluorescence spectra. Surprisingly, both receptors R1 and R2 were displayed an excellent selective and sensitive response to Al3+ ion alone over other tested metal ions. Both the receptor R1 and R2 displays 1:1 stoichiometry for [R1-Al3+] and [R2-Al3+] complex and formed with an association constant of 1.84 × 104 M-1 and 1.92 × 104 M-1 resp. The limit of detection were calculated for R1 and R2 since 8.92 × 10-8 M and 1.04 × 10-7 M by the fluorescence titration method. The thiophene based receptor R1 exhibited superior chemosensor characteristics such as high intensity absorption and emission at longer wavelength as compered that of furan based receptor R2. In the part of experimental materials, we found many familiar compounds, such as 1-Thiophen-2-yl-ethanone(cas: 88-15-3Reference of 1-Thiophen-2-yl-ethanone)

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. Reference of 1-Thiophen-2-yl-ethanone

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

《Synthesis of 4,6-dihydrothieno[3,4-b]thiophene》 was published in Journal of Organic Chemistry in 1966. These research results belong to MacDowell, Denis W. H.; Patrick, Timothy B.. Recommanded Product: 13250-82-3 The article mentions the following:

The synthesis of the title compound (I) along with several new 2,3-disubstituted thiophenes is described. N.M.R. and uv spectra of I are discussed with respect to possible ring strain in the thiophene nucleus. The experimental process involved the reaction of 2-(Thiophen-3-yl)-1,3-dioxolane(cas: 13250-82-3Recommanded Product: 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.Recommanded Product: 13250-82-3

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Formula: C6H6OSIn 2019 ,《Catalytic Enantioselective Addition of Prochiral Radicals to Vinylpyridines》 appeared in Journal of the American Chemical Society. The author of the article were Cao, Kangning; Tan, Siu Min; Lee, Richmond; Yang, Songwei; Jia, Hongshao; Zhao, Xiaowei; Qiao, Baokun; Jiang, Zhiyong. The article conveys some information:

Pyridine, one of the most important azaarenes, is ubiquitous in functional mols. The electronic properties of pyridine were exploited to trigger asym. transformations of prochiral species as a direct approach for accessing chiral pyridine derivatives However, the full potential of this synthetic strategy for the construction of enantioenriched γ-functionalized pyridines remains untapped. Here, the authors describe the first enantioselective addition of prochiral radicals to vinylpyridines under cooperative photoredox and asym. catalysis mediated by visible light. The enantioselective reductive couplings of vinylpyridines with aldehydes, ketones, and imines were achieved by employing a chiral Bronsted acid to activate the reaction partners and provide stereocontrol via H-bonding interactions. Valuable chiral γ-secondary/tertiary hydroxyl- and amino-substituted pyridines were obtained in high yields with good to excellent enantioselectivities.1-Thiophen-2-yl-ethanone(cas: 88-15-3Formula: C6H6OS) was used in this study.

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. Formula: C6H6OS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

In 2019,Journal of Heterocyclic Chemistry included an article by Shelke, Premchand B.; Mali, Suraj N.; Chaudhari, Hemchandra K.; Pratap, Amit P.. Application In Synthesis of 1-Thiophen-2-yl-ethanone. The article was titled 《Chitosan hydrochloride mediated efficient, green catalysis for the synthesis of perimidine derivatives》. The information in the text is summarized as follows:

Chitosan hydrochloride as biopolymer-based, renewable and recyclable heterogeneous catalyst was used for efficient one-pot synthesis of 2,3-dihydro-1H-perimidine derivatives I [R1 = H, Me, Et, Ph; R2 = Me, Ph, 2-furyl, etc.; R1R2 = (CH2)5] via reaction of naphthalene-1,8-diamine with various ketones. This newly developed greener methodol. provided a very simple and greener route for the synthesis of perimidines in short time with excellent yield.1-Thiophen-2-yl-ethanone(cas: 88-15-3Application In Synthesis of 1-Thiophen-2-yl-ethanone) 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. Application In Synthesis of 1-Thiophen-2-yl-ethanone

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem