Tag: 100-200

Cheng, Fei; Chen, Tao; Huang, Yin-Qiu; Li, Jia-Wei; Zhou, Chen; Xiao, Xiao; Chen, Fen-Er published an article in 2022. The article was titled 《Copper-Catalyzed Ullmann-Type Coupling and Decarboxylation Cascade of Arylhalides with Malonates to Access α-Aryl Esters》, and you may find the article in Organic Letters.Synthetic Route of C3H3ClO3 The information in the text is summarized as follows:

Authors have developed a high-efficiency and practical Cu-catalyzed cross-coupling to directly construct versatile α-aryl-esters by utilizing readily available aryl bromides (or chlorides) and malonates. These gram-scale approaches occur with turnovers of up to 1560 and are smoothly conducted by the usage of a low catalyst loading, a new available ligand, and a green solvent. A variety of functional groups are tolerated, and the application occurs with α-aryl-esters to access nonsteroidal anti-inflammatory drugs (NSAIDs) on the gram scale. In the experimental materials used by the author, we found 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

Electric Literature of C7H6Cl2On May 31, 2022, Wang, Qi; Yao, Lingyun; Wang, Jian-Shu; Ying, Jun; Wu, Xiao-Feng published an article in Molecular Catalysis. The article was 《Palladium-catalyzed aminocarbonylative cyclization of benzyl chlorides with 2-nitroaryl alkynes to construct indole derivatives》. The article mentions the following:

A palladium-catalyzed aminocarbonylative cyclization of benzyl chlorides RCH2Cl (R = Ph, 3,5-dichlorophenyl, naphthalen-1-yl, etc.) with 2-nitroaryl alkynes 2-NO2-4-R1-5-R2C6H2CCR3 (R1 = H, Me, F; R2 = H, Cl; R3 = Ph, n-Bu, cyclopropyl, etc.) has been developed for the rapid construction of indole skeletons I. The reaction utilized nitroarenes as the nitrogen source, Mo(CO)6 as both the CO surrogate and the reductant to furnish various indole derivatives I in moderate to high yields. In the experiment, the researchers used many compounds, for example, 3-Chlorobenzylchloride(cas: 620-20-2Electric Literature of C7H6Cl2)

3-Chlorobenzylchloride(cas: 620-20-2) has been used in the reaction of 3-methoxybenzyl chloride and ethyl 4-bromobenzoate in pure water, using zinc dust and a Pd catalyst.Electric Literature of C7H6Cl2

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

《Synthesis of 2-Arylbenzoselenazoles from Se-mediated Redox Condensation of 2-Chloronitrobenzene and Arylmethyl Chlorides》 was written by Gan, Haifeng; Cao, Mengru; Wu, Hongli. Formula: C7H6Cl2 And the article was included in ChemistrySelect on April 13 ,2020. The article conveys some information:

A selenium-mediated redox condensation of 2-chloronitrobenzenes 2-Cl-RC6H3NO2 (R = H, 4-Me, 5-F, 5-CF3, etc.) and arylmethyl chlorides R1CH2Cl (R1 = Ph, naphthalen-1-yl, pyridin-3-yl, etc.) to obtain 2-arylbenzoselenazoles I (R2 = H, 6-Me, 5-F, 5-Br, etc.) has been realized under metal-free condition. The reactions proceeded in moderate-to-good yields with good functional compatibility and gram-scale achievement. Primarily mechanistic investigation suggested that key intermediate Bn(Se)nBn II, was first isolated and confirmed by NMR. After reading the article, we found that the author used 3-Chlorobenzylchloride(cas: 620-20-2Formula: C7H6Cl2)

3-Chlorobenzylchloride(cas: 620-20-2) has been used in the reaction of 3-methoxybenzyl chloride and ethyl 4-bromobenzoate in pure water, using zinc dust and a Pd catalyst.Formula: C7H6Cl2

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

《Facile Preparation of Benzoxazoles from S8-Promoted Cyclization of 2-Nitrophenols with Arylmethyl Chloride》 was published in ChemistrySelect in 2019. These research results belong to Gan, Haifeng. Recommanded Product: 3-Chlorobenzylchloride The article mentions the following:

A simple, metal-free methodol. has been obtained for the preparation of 2-arylbenzoxazoles I (R = H, 6-Me, 5-NHC(O)CH3, etc.; R1 = Ph, naphthalen-2-yl, pyridin-4-yl, etc.) from 2-nitrophenols 2-NO2-R2 -C6H3OH (R = H, 5-Me, 4-F, etc.) and arylmethyl chlorides R1CH2Cl via an elemental sulfur-promoted cyclization reaction. The reactions proceeded in moderate to good yields, and gram-scale is applicable. After reading the article, we found that the author used 3-Chlorobenzylchloride(cas: 620-20-2Recommanded Product: 3-Chlorobenzylchloride)

3-Chlorobenzylchloride(cas: 620-20-2) has been used in the reaction of 3-methoxybenzyl chloride and ethyl 4-bromobenzoate in pure water, using zinc dust and a Pd catalyst.Recommanded Product: 3-Chlorobenzylchloride

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

Name: Methyl 2-chloro-2-oxoacetateIn 2019 ,《Ni-Catalyzed Reductive C-O Bond Arylation of Oxalates Derived from α-Hydroxy Esters with Aryl Halides》 was published in Organic Letters. The article was written by Gao, Mengyu; Sun, Deli; Gong, Hegui. The article contains the following contents:

A Ni-catalyzed reductive cross-coupling of α-hydroxycarbonyl compounds modified with oxalyl groups and aryl halides has been developed that furnishes α-aryl esters under mild conditions and tolerates a variety of functionalized aryl halides bearing electron-withdrawing and -donating groups. This work highlights C-O bond fragmentation on secondary alkyl carbon centers that generates α-carbonyl radicals.Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Name: Methyl 2-chloro-2-oxoacetate) was used in this study.

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.Name: Methyl 2-chloro-2-oxoacetate

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

Name: Thiophene-2-sulfonyl chlorideIn 2020 ,《One-pot synthesis of β-ketosulfones from sulfonyl chloride, hydrazine hydrate and vinyl azide in water》 was published in Tetrahedron. The article was written by Zhang, Yaohong; Luo, Mengqiang; Li, Yan; Shen, Runfu; Qi, Chenze; Wang, Hai; Cheng, Kai. The article contains the following contents:

A novel, facile and efficient strategy for the one-pot synthesis of β-ketosulfones from readily available sulfonyl chloride, hydrazine hydrate and vinyl azides was described. The reaction proceeded very smoothly by affording diverse β-ketosulfones in moderate to good yields. This new procedure had the advantages of environmental benign, easy and simple operation, low cost and wide tolerance of functional groups, which provided a highly fascinating protocol to access β-ketosulfones. In the experiment, the researchers used many compounds, for example, Thiophene-2-sulfonyl chloride(cas: 16629-19-9Name: 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. Name: Thiophene-2-sulfonyl chloride

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

Computed Properties of C4H3ClO2S2In 2021 ,《Design, synthesis, characterization and in vitro, in vivo and in silico antimicrobial and antiinflammatory activities of a new series of sulfonamide and carbamate derivatives of a nebivolol intermediate》 was published in RSC Advances. The article was written by Uma priya, K.; Venkataramaiah, Ch.; Sreedhar, N. Y.; Raju, C. Naga. The article contains the following contents:

A series of new sulfonamide and carbamate derivatives of Nebivolol drug intermediate (5) were designed and synthesized by reacting various biopotent sulfonylchlorides and chloroformates. The synthesized compounds are structurally characterized by spectral (IR, 1H & 13C NMR and mass) and screened for their in vitro antimicrobial activity against four bacterial and three fungal strains, in vitro and in vivo antiinflammatory activity against LPS-induced inflammation in RAW 264.7, in vitro COX-1 and COX-2 inhibition potentiality, antagonistic profiles of carrageenan induced paw edema and cotton pellet induced granuloma in rat. Further, the compounds were screened for their antimicrobial and antiinflammatory activity against DNA gyrase A, COX-1 and COX-2 by using mol. docking approach. The bioactivity and toxicity risks were analyzed through Mol. Operating Environment. The results revealed that the compounds 8b, 8c, 8d, 8e, 8f, 8g and 9a exhibited the most promising antimicrobial activity against all the bacterial and fungal strains tested when compared with the standard drugs streptomycin and fluconazole. In view of in antiinflammatory activity, the compounds, 8b, 8c, 8d, 8e, 8f, 8g and 9a have shown potent antiinflammatory activity by inhibiting the LPS-induced inflammation in RAW 264.7 cell line, concentration dependent inhibition of COX-1 and COX-2, dose response dependent antagonism of carrageenan induced paw edema and granuloma tissue in rat. Mol. docking, ADMET and QSAR studies predicted that the recorded in silico profiles are in strong correlation with in vitro and in vivo antimicrobial and antiinflammatory results. In addition, the elevated toxicol. risks of the title compounds are identified with in the potential limits of drug candidates. Hence, it is suggested that the synthesized derivatives will stand as the promising antimicrobial and anti-inflammatory drug candidates in future. The experimental part of the paper was very detailed, including the reaction process of Thiophene-2-sulfonyl chloride(cas: 16629-19-9Computed Properties of 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. Computed Properties of C4H3ClO2S2

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

Quality Control of (3-Fluorophenyl)boronic acidIn 2019 ,《Construction of Chiral 1,3-Diamines through Rhodium-Catalyzed Asymmetric Arylation of Cyclic N-Sulfonyl Imines》 was published in Organic Letters. The article was written by Wu, Chun-Yan; Xu, Ming-Hua. The article contains the following contents:

A rhodium/sulfur-olefin complex catalyzed asym. 1,2-addition of arylboronic acids to six-membered 1,2,6-thiadiazinane 1,1-dioxide-type cyclic imines to access highly optically active sulfamides (95-99% ee) has been developed. By taking advantage of the simple functional group transformations, an interesting array of valuable chiral 1,3-diamines with different substitution patterns can be readily obtained in a highly enantioenriched manner. In the experiment, the researchers used many compounds, for example, (3-Fluorophenyl)boronic acid(cas: 768-35-4Quality Control of (3-Fluorophenyl)boronic acid)

(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.Quality Control of (3-Fluorophenyl)boronic acid

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

Category: chlorides-buliding-blocksIn 2020 ,《Novel Sulfonanilide Inhibitors of SHIP2 Enhance Glucose Uptake into Cultured Myotubes》 was published in ACS Omega. The article was written by Berg, Mika E. A.; Naams, Jette-Britt; Hautala, Laura C.; Tolvanen, Tuomas A.; Ahonen, Jari P.; Lehtonen, Sanna; Wahala, Kristiina. The article contains the following contents:

A series of substituted sulfonanilide analogs were prepared and evaluated as novel potent inhibitors of SH2 domain-containing inositol polyphosphate 5′-phosphatase 2 (SHIP2). SHIP2 has been shown to be a new attractive target for the treatment of insulin resistance in type 2 diabetes mellitus (T2D), which can lead to life-threatening diabetic kidney disease (DKD). Amongst the synthesized compounds, the two most promising candidates, 10 and 11, inhibited SHIP2 significantly. Addnl., these compounds induced Akt activation in a dose-dependent manner, increased the presence of glucose transporter 4 at the plasma membrane, and enhanced glucose uptake in cultured myotubes in vitro at lower concentrations than metformin, the most widely used antidiabetic drug. These results show that the novel SHIP2 inhibitors have insulin sensitizing capacity and provide prototypes for further drug development for T2D and DKD. In addition to this study using Thiophene-2-sulfonyl chloride, there are many other studies that have used Thiophene-2-sulfonyl chloride(cas: 16629-19-9Category: chlorides-buliding-blocks) 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. Category: chlorides-buliding-blocks

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

Computed Properties of C6H6BFO2In 2019 ,《Efficient Access to 3, 4-Diarylpyrroles through Selective Bromination and Subsequent Suzuki-Coupling Reaction》 appeared in ChemistrySelect. The author of the article were Liu, Jianhui; Yu, Yaqiang. The article conveys some information:

An efficient and practical synthesis of 3, 4-disubstituted pyrrole was developed through bromination and the subsequent Suzuki-coupling reaction. The bromination of pyrrole-1-dimethylsulfonamide occurred selectively on the two β-positions to afford 3,4-dibromo-N,N-dimethyl-1H-pyrrole-1-sulfonamide, from which sym. and unsym. 3,4-diarylpyrroles were prepared through a stepwise Suzuki-coupling reaction. This reaction was complementary to the existing methods and was well-tolerable by a variety of functional groups. The bromination was scaled-up to gram-scale synthesis without decreasing the yield. In addition, the other halogenations of pyrrole were also studied and different chloro-products were isolated. The experimental part of the paper was very detailed, including the reaction process of (3-Fluorophenyl)boronic acid(cas: 768-35-4Computed Properties of C6H6BFO2)

(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.Computed Properties of C6H6BFO2

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