Tag: 100-200

《Hybrid Palladium Catalyst Assembled from Chiral Phosphoric Acid and Thioamide for Enantioselective β-C(sp3)-H Arylation》 was written by Jiang, Hua-Jie; Zhong, Xiu-Mei; Liu, Zi-Ye; Geng, Rui-Long; Li, Yang-Yang; Wu, Yun-Dong; Zhang, Xinhao; Gong, Liu-Zhu. SDS of cas: 768-35-4 And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

A hybrid palladium catalyst assembled from a chiral phosphoric acid (CPA) and thioamide enables a highly efficient and enantioselective β-C(sp3)-H functionalization of thioamides (up to 99% yield, 97% ee; e.g., N,N-diisopropyl isobutyric thioamide + PhB(OH)2 → I (91% isolated, 96% ee)). A kinetic resolution of unsym. thioamides by intermol. C(sp3)-H arylation can be achieved with high s-factors. Mechanistic investigations have revealed that stereocontrol is achieved by embedding the substrate in a robust chiral cavity defined by the bulky CPA and a neutral thioamide ligand. After reading the article, we found that the author used (3-Fluorophenyl)boronic acid(cas: 768-35-4SDS of cas: 768-35-4)

(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.SDS of cas: 768-35-4

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

《Making Copper Photocatalysis Even More Robust and Economic: Photoredox Catalysis with [CuII(dmp)2Cl]Cl》 was written by Engl, Sebastian; Reiser, Oliver. Application of 16629-19-9 And the article was included in European Journal of Organic Chemistry in 2020. The article conveys some information:

The CuII complex [CuII(dmp)2Cl]Cl (dmp = 2,9-dimethyl-1,10-phenanthroline) is evaluated as an oxidation stable precursor for visible-light-mediated CuI-photoredox catalysis, being efficient and considerable more cost-effective compared to previously established copper(I) photocatalysts. Its performance and efficiency are demonstrated within a broad scope of atom transfer radical addition (ATRA) reactions, allowing the 1,2-difunctionalization of alkenes, as well as for decarboxylative coupling and an Appel reaction. Moreover, the utility of the complex is shown by various gram-scale functionalizations of styrene, thus suggesting [CuII(dmp)2Cl]Cl to be a low-priced alternative precatalyst for processes run on scale. Furthermore, this study provides UV/Vis evidence on the mechanism for the visible light activation of CuII complexes. In addition to this study using Thiophene-2-sulfonyl chloride, there are many other studies that have used Thiophene-2-sulfonyl chloride(cas: 16629-19-9Application of 16629-19-9) 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. Application of 16629-19-9

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

《Discovery of heterocyclic carbohydrazide derivatives as novel selective fatty acid amide hydrolase inhibitors: design, synthesis and anti-neuroinflammatory evaluation》 was published in Bioorganic & Medicinal Chemistry Letters in 2020. These research results belong to Shang, Yanguo; Hao, Qingjing; Jiang, Kaixuan; He, Mengting; Wang, Jinxin. Safety of Methyl 2-chloro-2-oxoacetate The article mentions the following:

Fatty acid amide hydrolase (FAAH) is a promising target for the development of drugs to treat pain, inflammation, and other central nervous system disorders. Herein, a series of novel heterocyclic carbohydrazide derivatives were firstly designed by the classic scaffold-hopping strategy. Then, multi-steps synthesis and human FAAH enzyme inhibiting activity assays were conducted. Among them, compound I showed strong inhibition against human FAAH with IC50 of 2.8μM. Corresponding docking studies revealed that the acyl hydrazide group of compound I well-occupied the acyl-chain binding pocket. It also exhibited high selectivity towards FAAH when comparing with CES2 and MAGL. Addnl., compound I effectively suppressed the LPS-induced neuroinflammation of microglial cells (BV2) via the reduction of interleukin-1β and tumor necrosis factor-α. Our results provided significative lead compounds for the further discovery of novel selective and safe FAAH inhibitors with potent anti-neuroinflammation activity.Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Safety of Methyl 2-chloro-2-oxoacetate) was used in this study.

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.Safety of Methyl 2-chloro-2-oxoacetate

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

《Ynamide Smiles Rearrangement Triggered by Visible-Light-Mediated Regioselective Ketyl-Ynamide Coupling: Rapid Access to Functionalized Indoles and Isoquinolines》 was published in Journal of the American Chemical Society in 2020. These research results belong to Wang, Ze-Shu; Chen, Yang-Bo; Zhang, Hao-Wen; Sun, Zhou; Zhu, Chunyin; Ye, Long-Wu. Reference of Thiophene-2-sulfonyl chloride The article mentions the following:

Here, a novel and practical radical Smiles rearrangement triggered by photoredox-catalyzed regioselective ketyl-ynamide coupling is reported, which represents the first radical Smiles rearrangement of ynamides. This method enables facile access to a variety of valuable 2-benzhydrylindoles with broad substrate scope in generally good yields under mild reaction conditions. In addition, this chem. can also be extended to the divergent synthesis of versatile 3-benzhydrylisoquinolines through a similar ketyl-ynamide coupling and radical Smiles rearrangement, followed by dehydrogenative oxidation Moreover, such an ynamide Smiles rearrangement initiated by intermol. photoredox catalysis via addition of external radical sources is also achieved. By control experiments, the reaction was shown to proceed via key ketyl radical and α-imino carbon radical intermediates. After reading the article, we found that the author used 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

《Organocatalytic Enantioselective Synthesis of Tetrasubstituted α-Amino Allenoates by Dearomative γ-Addition of 2,3-Disubstituted Indoles to β,γ-Alkynyl-α-imino Esters》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Yang, Junxian; Wang, Zheng; He, Zeyuan; Li, Guofeng; Hong, Liang; Sun, Wangsheng; Wang, Rui. Application In Synthesis of Methyl 2-chloro-2-oxoacetate The article mentions the following:

The first asym. synthesis of tetrasubstituted α-amino allenoates by a chiral phosphoric acid catalyzed dearomative γ-addition reaction of 2,3-disubstituted indoles to β,γ-alkynyl-α-imino esters is reported. This method provides access to a series of highly functionalized tetrasubstituted allenes featuring quaternary stereocenters in high yields, and with excellent regio-, diastereo-, and enantioselectivities under mild conditions without byproduct formation. Representative large-scale reactions and diverse transformations of the products into various scaffolds with potential biol. activities render are also disclosed. The mechanism of the reaction was elucidated by control reactions and DFT calculationsMethyl 2-chloro-2-oxoacetate(cas: 5781-53-3Application In Synthesis of Methyl 2-chloro-2-oxoacetate) was used in this study.

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.Application In Synthesis of Methyl 2-chloro-2-oxoacetate

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

《Redox-Neutral Nickel(II) Catalysis: Hydroarylation of Unactivated Alkenes with Arylboronic Acids》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Wang, Dao-Ming; Feng, Wang; Wu, Yichen; Liu, Tao; Wang, Peng. HPLC of Formula: 768-35-4 The article mentions the following:

Reported here is the discovery of a redox-neutral NiII/NiII catalytic cycle which is capable of the linear-selective hydroarylation of unactivated alkenes with arylboronic acids for the first time. This novel catalytic cycle, enabled by the use of an electron-rich diimine ligand, features broad substrate scope, and excellent functional-group and heterocycle compatibility under mild reaction conditions in the absence of addnl. oxidants and reductants. Mechanistic investigations using kinetic anal. and deuterium-labeling experiments revealed the protonation to be the rate-determining step in this redox-neutral catalysis, and the reversible chain-walking nature of the newly developed diimine-Ni catalyst. The experimental process involved the reaction of (3-Fluorophenyl)boronic acid(cas: 768-35-4HPLC of Formula: 768-35-4)

(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.HPLC of Formula: 768-35-4

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

The author of 《Assembling a Hybrid Pd Catalyst from a Chiral Anionic CoIII Complex and Ligand for Asymmetric C(sp3)-H Functionalization》 were Jiang, Hua-Jie; Zhong, Xiu-Mei; Yu, Jie; Zhang, Ying; Zhang, Xinhao; Wu, Yun-Dong; Gong, Liu-Zhu. And the article was published in Angewandte Chemie, International Edition in 2019. Electric Literature of C6H6BFO2 The author mentioned the following in the article:

An unusual hybrid palladium catalyst containing an anionic chiral CoIII complex and a chiral phosphoramidite ligand shows a high capacity for catalyzing asym. thioamide-directed C(sp3)-H arylation and delivers excellent yield and enantioselectivity (up to 99% yield, 99% ee). Significant synergy between the chiral ligand and the anion in terms of stereochem. control was observed Mechanistic studies revealed both the nature of the C-H activation and the origin of the enantioselectivity. In addition to this study using (3-Fluorophenyl)boronic acid, there are many other studies that have used (3-Fluorophenyl)boronic acid(cas: 768-35-4Electric Literature of C6H6BFO2) 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.Electric Literature of C6H6BFO2

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

In 2019,Angewandte Chemie, International Edition included an article by Yang, Qingjing; Wang, Yanbo; Luo, Shihui; Wang, Jun. Computed Properties of C6H6BFO2. The article was titled 《Kinetic Resolution and Dynamic Kinetic Resolution of Chromene by Rhodium-Catalyzed Asymmetric Hydroarylation》. The information in the text is summarized as follows:

A highly efficient kinetic resolution and dynamic kinetic resolution of chromene was reported for the first time and they proceeded by a rhodium-catalyzed asym. hydroarylation pathway. This new approach offered versatile access to various chiral 2,3-diaryl-chromanes containing vicinal stereogenic centers, as well as the recovered chiral flavenes, in high yields with excellent ee values (s factor up to 532). Particularly noteworthy was that this strategy could be further extended to the establishment of a dynamic version of the kinetic resolution of chromene acetals and allowed complete access to chiral isoflavanes and α-aryl hydrocoumarins. In the experimental materials used by the author, we found (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

Zhao, Yunlong; Liu, Chen-Fei; Lin, Leroy Qi Hao; Chan, Albert S. C.; Koh, Ming Joo published an article in Angewandte Chemie, International Edition. The title of the article was 《Stereoselective Synthesis of Trisubstituted Alkenes by Nickel-Catalyzed Benzylation and Alkene Isomerization》.COA of Formula: C7H6Cl2 The author mentioned the following in the article:

Herein, diastereo- and regioselective synthesis of trisubstituted alkenes via nickel-catalyzed benzylation and isomerization of terminal olefins with benzyl chlorides in presence of trimethylsilyl triflate and trimethylamine additives was described. Control experiments provided evidence for a mechanism involving branched-selective Heck-type benzylation that overrides substrate control, followed by trans-selective 1,3-hydrogen shift. The method represented a significant addition to the toolbox of reactions for the concise synthesis of unsaturated biol. active compounds In the experimental materials used by the author, we found 3-Chlorobenzylchloride(cas: 620-20-2COA of Formula: 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.COA of Formula: C7H6Cl2

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

Zhao, Xuelian; Zhan, Xuehui; Zhang, Huilin; Wan, Yichao; Yang, Huizhong; Wang, Yutian; Chen, Yanda; Xie, Wenlin published their research in Bioorganic & Medicinal Chemistry Letters on December 15 ,2021. The article was titled 《Synthesis and biological evaluation of isatin derivatives containing 1,3,4-thiadiazole as potent a-glucosidase inhibitors》.Reference of 3-Chlorobenzylchloride The article contains the following contents:

A series of isatin derivatives containing 1,3,4-thiadiazole derivatives I [R = 2-F, 3-CN, 4-Cl, etc.] were designed and synthesized. All newly synthesized compounds I were evaluated for their α-glucosidase inhibitory activity with resveratrol as pos. control in-vitro. Except for compounds I [R = 2-CN, 3-CN], all of the compounds I showed a potent inhibitory activity against α-glucosidase with IC50 values in the range of 3.12 ± 1.25 to 45.95 ± 1.26μM and the purity of these compounds were greater than 95%. The IC50 values were being compared to the standard resveratrol (IC50 = 22.00 ± 1.15μM) and it was found that compounds I [R = H, 2-F, 2-Cl, 3-Cl, 4-Cl, 2-Br] were found to be more active than resveratrol. Specifically,I [R = 4-Cl] exhibited the most potent α-glucosidase inhibitory activity with IC50 value of 3.12 ± 1.25μM. The kinetic anal. revealed that compound I [R = 4-Cl] was noncompetitive inhibitor. Structure activity relationship was established for all compounds I. Furthermore, the binding interactions of compound I [R = 4-Cl] with the active site of α-glucosidase were confirmed through mol. docking. This study was identified a new class of potent α-glucosidase inhibitors for further investigation. In the experimental materials used by the author, we found 3-Chlorobenzylchloride(cas: 620-20-2Reference of 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.Reference of 3-Chlorobenzylchloride

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