Tag: 100-200

Collin, Diego E.; Kovacic, Kristina; Light, Mark E.; Linclau, Bruno published their research in Organic Letters in 2021. The article was titled 《Synthesis of Ortho-Functionalized 1,4-Cubanedicarboxylate Derivatives through Photochemical Chlorocarbonylation》.Electric Literature of C3H3ClO3 The article contains the following contents:

Here a practical procedure for a direct radical-mediated chlorocarbonylation process initially reported by Bashir-Hashemi, to access a range of 2-substituted 1,4-cubanedicarboxylic ester derivatives was reported. A subsequent regioselective ester hydrolysis to give fully differentiated 1,2,4-trisubstituted cubanes was demonstrated. After reading the article, we found that the author used Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Electric Literature of C3H3ClO3)

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) belongs to acyl chlorides. In the laboratory, acyl chlorides are generally prepared by treating carboxylic acids with thionyl chloride (SOCl2). The reaction is catalyzed by dimethylformamide and other additives.Electric Literature of C3H3ClO3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Kumari, Arram Haritha; Kumar, Jangam Jagadesh; Krishna, Gamidi Rama; Reddy, Raju Jannapu published their research in Synthesis in 2021. The article was titled 《Nickel-Catalyzed Difunctionalization of Alkynyl Bromides with Thiosulfonates and N -Arylthio Succinimides: A Convenient Synthesis of 1,2-Thiosulfonylethenes and 1,1-Dithioethenes》.Reference of Thiophene-2-sulfonyl chloride The article contains the following contents:

An efficient nickel-catalyzed vicinal thiosulfonylation of 1-bromoalkynes with thiosulfonates in the presence of cesium carbonate was described. An operationally simple and highly regioselective atom transfer radical addition (ATRA) of alkynyl bromides provides a wide range of ( E)-1,2-thiosulfonylethenes (α-aryl-β-thioarylvinyl sulfones) in moderate to high yields. The extensive substrate scope of both alkynyl bromides and thiosulfonates was explored with a broad range of functional groups. Indole-derived 1,1-bromoalkenes were also successfully explored in this 1,2-thiosulfonylation process. Moreover, the nickel-catalyzed geminal-dithiolation of alkynyl bromides with N-arylthio succinimides provides 1,1-dithioalkenes in high yields. The present protocol was reliable on gram scale, and a sequential one-pot bromination and thiosulfonylation of phenylacetylene is achieved in a scale-up synthesis. Following control experiments, a plausible mechanism was proposed to rationalize the exptl. outcome and the vicinal thiosulfonylation. The results came from multiple reactions, including the reaction of Thiophene-2-sulfonyl chloride(cas: 16629-19-9Reference of Thiophene-2-sulfonyl chloride)

Thiophene-2-sulfonyl chloride(cas: 16629-19-9) is a member of sulfonyl chlorides. Sulfonyl chlorides are reactive sulfonic acid derivatives similar in properties and reactivity to acid chlorides of carboxylates. The sulfonic acid group, however, is a highly hindered molecule, containing a tetrahedral configuration of substituents. Reference of Thiophene-2-sulfonyl chloride

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Huang, Zhi-You; Liu, Min; Mao, Yi-Jun; Chen, Yu-De; Wang, Yan-Ping; Liu, Chong published an article on February 21 ,2019. The article was titled 《A microwave-assisted approach to N-(2-nitrophenyl)benzenesulfonamides that enhanced peroxidase activity in response to excess cadmium》, and you may find the article in Tetrahedron Letters.Application In Synthesis of 3-Chloro-4-fluoronitrobenzene The information in the text is summarized as follows:

A facile and efficient approach to N-(2-nitrophenyl) benzenesulfonamides was developed under microwave irradiation A series of pyrabactin analogs containing nitrophenyl scaffold was obtained in excellent yields. In addition, the method was pretty suitable to prepare flusulfamide. Significantly, the 4-bromo-N-(4-chloro-2-nitrophenyl)benzenesulfonamide could enhance POD activity in response to heavy metal stress. After reading the article, we found that the author used 3-Chloro-4-fluoronitrobenzene(cas: 350-30-1Application In Synthesis of 3-Chloro-4-fluoronitrobenzene)

3-Chloro-4-fluoronitrobenzene(cas: 350-30-1) belongs to organochlorine compounds. Many organochlorine compounds have been isolated from natural sources ranging from bacteria to humans. Chlorinated organic compounds are found in nearly every class of biomolecules and natural products including alkaloids, terpenes, amino acids, flavonoids, steroids, and fatty acids. Application In Synthesis of 3-Chloro-4-fluoronitrobenzene

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

《Verifying the role of 3-hydroxy of 17-cyclopropylmethyl-4,5α-epoxy-3,14β-dihydroxy-6β-[(4′-pyridyl)carboxamido]morphinan derivatives via their binding affinity and selectivity profiles on opioid receptors》 was written by Huang, Boshi; Gunta, Rama; Wang, Huiqun; Li, Mengchu; Cao, Danni; Mendez, Rolando E.; Gillespie, James C.; Chen, Chongguang; Huang, Lan-Hsuan M.; Liu-Chen, Lee-Yuan; Selley, Dana E.; Zhang, Yan. Safety of 2-Chloroisonicotinic acid And the article was included in Bioorganic Chemistry on April 30 ,2021. The article conveys some information:

In the present study, the role of 3-hydroxy group of a series of epoxymorphinan derivatives I (R1 = H, OH; R2 = Cl, Br, CN, Me, OMe) in their binding affinity and selectivity profiles toward the opioid receptors (ORs) has been investigated. It was found that the 3-hydroxy group was crucial for the binding affinity of these derivatives for all three ORs due to the fact that all the analogs I (R1 = OH) exhibited significantly higher binding affinities compared to their counterpart 3-dehydroxy ones I (R1 = H). Meanwhile most compounds carrying the 3-hydroxy group possessed similar selectivity profiles for the kappa opioid receptor over the mu opioid receptor as their corresponding 3-dehydroxy derivatives The [35S]-GTPγS functional assay results indicated that the 3-hydroxy group of these epoxymorphinan derivatives I was important for maintaining their potency on the ORs with various effects. Further mol. modeling studies helped comprehend the remarkably different binding affinity and functional profiles between compound I (R1 = H, R2 = CN)(NCP) and its 3-dehydroxy analog I (R1 = OH, R2 = CN). The experimental process involved the reaction of 2-Chloroisonicotinic acid(cas: 6313-54-8Safety of 2-Chloroisonicotinic acid)

2-Chloroisonicotinic acid(cas: 6313-54-8) belongs to pyridine. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Additionally, pyridine-based natural products continue to be discovered and studied for their properties and to understand their biosynthesis.Safety of 2-Chloroisonicotinic acid

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application In Synthesis of Thiophene-2-sulfonyl chlorideIn 2021 ,《Asymmetric, visible light-mediated radical sulfinyl-Smiles rearrangement to access all-carbon quaternary stereocentres》 was published in Nature Chemistry. The article was written by Hervieu, Cedric; Kirillova, Mariia S.; Suarez, Tatiana; Muller, Marco; Merino, Estibaliz; Nevado, Cristina. The article contains the following contents:

The asym. construction of all-carbon quaternary centers within acyclic settings represents a long-standing challenge for synthetic chemists. Alongside polar and radical methods, rearrangement reactions represent an attractive platform, but still broadly applicable methods are in high demand. Here we report an asym., radical sulfinyl-Smiles rearrangement to access acyclic amides that bear an α-all-carbon quaternary center. Our strategy uses enantioenriched N-arylsulfinyl acrylamides such as I as acceptors for a variety of radicals produced in situ under mild photoredox conditions. The sulfinamido group not only directs the 1,4-migration of the aryl moiety onto the α-carbon of the amide, which thus governs its absolute configuration, but also functions as a traceless chiral auxiliary. The amides obtained in this multicomponent process such as II are prevalent in pharmaceuticals, agrochems. and bioactive natural products, and can be transformed into valuable chiral α,α-disubstituted acids, oxindoles as well as into β,β-disubstituted amines, highlighting the synthetic potential of this transformation. In the experiment, the researchers used Thiophene-2-sulfonyl chloride(cas: 16629-19-9Application In Synthesis of Thiophene-2-sulfonyl chloride)

Thiophene-2-sulfonyl chloride(cas: 16629-19-9) is a member of sulfonyl chlorides. Sulfonyl chlorides are reactive sulfonic acid derivatives similar in properties and reactivity to acid chlorides of carboxylates. The sulfonic acid group, however, is a highly hindered molecule, containing a tetrahedral configuration of substituents. Application In Synthesis of Thiophene-2-sulfonyl chloride

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of C4H3ClO2S2In 2021 ,《Visible-Light-Induced 1,4-Hydroxysulfonylation of Vinyl Enynes with Sulfonyl Chlorides: The Bridge of Chloride Linking Water and Enynes》 was published in Organic Letters. The article was written by Zhang, Cheng-Yun; Zhu, Jie; Cui, Su-Hang; Xie, Xiao-Yu; Wang, Xiao-Dong; Wu, Lei. The article contains the following contents:

A novel visible-light-induced 1,4-hydroxysulfonylation of vinyl enynes I (R1 = R2 = Ph, 4-MeC6H4, 4-ClC6H4, 4-FC6H4; R1 = Ph, R2 = Me; R3 = H, n-hexyl, Ph, 4-MeOC6H4, 1-naphthyl, 3-pyridinyl, 3-thienyl, etc.) with sulfonyl chlorides R4SO2Cl (R4 = Et, Me2N, Ph, 4-MeC6H4, 2-thienyl, etc.) has been established, providing a highly efficient protocol to access multisubstituted sulfonyl allenic alcs. II. Control experiments and mechanistic studies disclose that the target products result from sequential reactions of hydroxyl and tosyl radicals, among which chloride anion plays a key role to generate the requisite hydroxyl radical, thus bridging water and enynes. Moreover, the vinyl pendant is believed to decisively affect the site-selectivity of hydroxyl radical.Thiophene-2-sulfonyl chloride(cas: 16629-19-9Electric Literature of C4H3ClO2S2) was used in this study.

Thiophene-2-sulfonyl chloride(cas: 16629-19-9) is a member of sulfonyl chlorides. Sulfonyl chlorides are reactive sulfonic acid derivatives similar in properties and reactivity to acid chlorides of carboxylates. The sulfonic acid group, however, is a highly hindered molecule, containing a tetrahedral configuration of substituents. Electric Literature of C4H3ClO2S2

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 768-35-4In 2022 ,《Modular Synthesis of a Semibuckminsterfullerene》 was published in Organic Letters. The article was written by Dickinson, Cody F.; Yang, Justin K.; Yap, Glenn P. A.; Tius, Marcus A.. The article contains the following contents:

A convergent synthesis of dibenzochrysenes I [R = H, Me; R1 = Me, Et] and diindenochrysenes II [R2 = Me, Et; R3 = H, Me] that proceeded from difluorofluorenes and acetoxyenone was used to prepare 5,6,11,12-tetrabromosemibuckminsterfullerene III. The synthesis was highly modular and distinguished by proceeding through an unsym. intermediate. This work would enable the straightforward preparation of semibuckminsterfullerenes from diindenochrysenes that lack bilateral symmetry using common reagents and nonpyrolytic conditions. In addition to this study using (3-Fluorophenyl)boronic acid, there are many other studies that have used (3-Fluorophenyl)boronic acid(cas: 768-35-4Application of 768-35-4) was used in this study.

(3-Fluorophenyl)boronic acid(cas: 768-35-4) can be used to make novel liquid crystalline fluorobiphenylcyclohexenes and difluoroterphenyls by palladium-catalyzed cross-couplings also used in the synthesis of o-phenylphenols as potent leukotriene B4 receptor agonists.Application of 768-35-4

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

In 2022,Khamis, Noha; Clarkson, Guy J.; Wills, Martin published an article in Dalton Transactions. The title of the article was 《Heterocycle-containing Noyori-Ikariya catalysts for asymmetric transfer hydrogenation of ketones》.Formula: C4H3ClO2S2 The author mentioned the following in the article:

Synthesis of a range of N-(heterocyclesulfonyl)-functionalized Noyori-Ikariya catalysts was described. These complexes were prepared through a short sequence starting from C2-sym. 1,2-diphenylethylene-1,2-diamine and were characterized by a range of methods including X-ray crystallog. These complexes were active catalysts for the asym. transfer hydrogenation of a range of ketones to afford alcs. RCHOHR1 [R = Ph, 4-ClC6H4, 2-thienyl, etc.; R1 = Me, CH2Cl, CH2Ph] with high ee in most cases and notably good results for ortho-substituted acetophenones. In the part of experimental materials, we found many familiar compounds, such as Thiophene-2-sulfonyl chloride(cas: 16629-19-9Formula: C4H3ClO2S2)

Thiophene-2-sulfonyl chloride(cas: 16629-19-9) is a member of sulfonyl chlorides. Sulfonyl chlorides are reactive sulfonic acid derivatives similar in properties and reactivity to acid chlorides of carboxylates. The sulfonic acid group, however, is a highly hindered molecule, containing a tetrahedral configuration of substituents. Formula: C4H3ClO2S2

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Gediya, Shweta K.; Vyas, Vijyesh K.; Clarkson, Guy J.; Wills, Martin published an article in 2021. The article was titled 《Asymmetric Transfer Hydrogenation of α-Keto Amides; Highly Enantioselective Formation of Malic Acid Diamides and α-Hydroxyamides》, and you may find the article in Organic Letters.Computed Properties of C3H3ClO3 The information in the text is summarized as follows:

The asym. transfer hydrogenation (ATH) of α-keto-1,4-diamides using a tethered Ru/TsDPEN catalyst was achieved in high ee. Studies on derivatives identified the structural elements which led to the highest enantioselectivities in the products. The α-keto-amide reduction products were converted to a range of synthetically valuable derivatives In the experimental materials used by the author, we found Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Computed Properties of C3H3ClO3)

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) belongs to acyl chlorides. Lacking the ability to form hydrogen bonds, acyl chlorides have lower boiling and melting points than similar carboxylic acids. For example, acetic acid boils at 118 °C, whereas acetyl chloride boils at 51 °C. Like most carbonyl compounds, infrared spectroscopy reveals a band near 1750 cm−1.Computed Properties of C3H3ClO3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Placais, Clotilde; Donnard, Morgan; Panossian, Armen; Vors, Jean-Pierre; Bernier, David; Pazenok, Sergii; Leroux, Frederic R. published their research in Organic Letters in 2021. The article was titled 《Synthesis of 3-Amino-5-fluoroalkylfurans by Intramolecular Cyclization》.Synthetic Route of C3H3ClO3 The article contains the following contents:

A synthesis to access rarely described 3-amino-5-fluoroalkylfurans has been developed by cyclization of easily accessible fluorovinamides. This method is rapid and simple and affords the desired furans as hydrochloride salts in quant. or nearly quant. yields. It is compatible with four different fluorinated groups (-CF3, -CF2CF3, -CHF2, and -CF2Cl) and a wide range of substituents on the amine. The experimental part of the paper was very detailed, including the reaction process of Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Synthetic Route of C3H3ClO3)

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) belongs to acyl chlorides. In the laboratory, acyl chlorides are generally prepared by treating carboxylic acids with thionyl chloride (SOCl2). The reaction is catalyzed by dimethylformamide and other additives.Synthetic Route of C3H3ClO3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics