Tag: 100-200

《Iron-Catalyzed Reductive Vinylation of Tertiary Alkyl Oxalates with Activated Vinyl Halides》 was written by Ye, Yang; Chen, Haifeng; Yao, Ken; Gong, Hegui. Quality Control of Methyl 2-chloro-2-oxoacetate And the article was included in Organic Letters in 2020. The article conveys some information:

Herein a rare and efficient method for the creation of vinylated all carbon quaternary centers via Fe-catalyzed cross-electrophile coupling of vinyl halides with tertiary alkyl Me oxalates was reported. The reaction displayed excellent functional group tolerance and broad substrate scope, which allowed cascade radical cyclization and vinylation to afford complex bicyclic and spiral structural motifs, e.g., I and II. The reaction proceeded via tertiary alkyl radicals, and the putative vinyl-Br/Fe complexation appeared to be crucial for activating the alkene and enabling a possibly concerted radical addition/C-Fe forming process. After reading the article, we found that the author used Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Quality Control of Methyl 2-chloro-2-oxoacetate)

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.Quality Control of Methyl 2-chloro-2-oxoacetate

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

The author of 《Selective, Intermolecular Alkylarylation of Alkenes via Photoredox/Nickel Dual Catalysis》 were Guo, Lei; Tu, Hai-Yong; Zhu, Shengqing; Chu, Lingling. And the article was published in Organic Letters in 2019. Category: chlorides-buliding-blocks The author mentioned the following in the article:

A regioselective, intermol. 1,2-alkylarylation of alkenes with aryl halides and alkyl oxalates has been developed via photoredox/nickel dual catalysis. This dual-catalytic protocol involves a radical relay process, where radical addition is followed by a nickel-assisted coupling, forging two consecutive C-C bonds in a single operation. The mild and redox-neutral conditions allow for good compatibility in the scope of olefins, (hetero)aryl halides, as well as alkyl oxalates. In the experiment, the researchers used Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Category: chlorides-buliding-blocks)

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.Category: chlorides-buliding-blocks

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

In 2019,Organic Letters included an article by Lv, Yunhe; Pu, Weiya; Shi, Lihan. Safety of (3-Fluorophenyl)boronic acid. The article was titled 《Copper-Catalyzed Regio- and Stereoselective 1,1-Dicarbofunctionalization of Terminal Alkynes》. The information in the text is summarized as follows:

The copper-catalyzed highly regio- and stereoselective 1,1-dicarbofunctionalization of terminal alkynes is realized for the first time. Using a removable, bidentate 8-aminoquinoline auxiliary, the three-component, selective 1,1-arylalkylation of alkynes with α-haloacetamides and organoboronic acids by the addition of both alkyl and aryl groups to the terminal carbon of alkynes was achieved. Mechanistic investigations suggest that the reaction likely proceeds via the copper-catalyzed cross-coupling of terminal alkynes with α-haloamides, rearrangement, transmetalation, syn-carbocupration, and protonolysis. The experimental process involved the reaction of (3-Fluorophenyl)boronic acid(cas: 768-35-4Safety 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.Safety of (3-Fluorophenyl)boronic acid

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

In 2019,Molecules included an article by Meuser, Megan E.; Rashad, Adel A.; Ozorowski, Gabriel; Dick, Alexej; Ward, Andrew B.; Cocklin, Simon. HPLC of Formula: 5781-53-3. The article was titled 《Field-based affinity optimization of a novel azabicyclohexane scaffold HIV-1 entry inhibitor》. The information in the text is summarized as follows:

Small-mol. HIV-1 entry inhibitors are an extremely attractive therapeutic modality. We have previously demonstrated that the entry inhibitor class can be optimized by using computational means to identify and extend the chemotypes available. Here we demonstrate unique and differential effects of previously published antiviral compounds on the gross structure of the HIV-1 Env complex, with an azabicyclohexane scaffolded inhibitor having a pos. effect on glycoprotein thermostability. We demonstrate that modification of the methyltriazole-azaindole headgroup of these entry inhibitors directly effects the potency of the compounds, and substitution of the methyltriazole with an amine-oxadiazole increases the affinity of the compound 1000-fold over parental by improving the on-rate kinetic parameter. These findings support the continuing exploration of compounds that shift the conformational equilibrium of HIV-1 Env as a novel strategy to improve future inhibitor and vaccine design efforts. The experimental part of the paper was very detailed, including the reaction process of Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3HPLC of Formula: 5781-53-3)

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.HPLC of Formula: 5781-53-3

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

The author of 《Utilization of a Hydrogen Source from Renewable Lignocellulosic Biomass for Hydrogenation of Nitroarenes》 were Tan, Fang-Fang; Tang, Kai-Li; Zhang, Ping; Guo, Yan-Jun; Qu, Mengnan; Li, Yang. And the article was published in ChemCatChem in 2019. Safety of 3-Chloro-4-fluoronitrobenzene The author mentioned the following in the article:

Herein, the utilization of a hydrogen source from renewable lignocellulosic biomass, one of the most abundant renewable sources in nature, for a hydrogenation of nitroarenes was described. The hydrogenation was demonstrated by reduction of nitroarenes to arylamines e.g., I in up to 95% yields. Mechanism studies suggested that the hydrogenation occurred via a hydrogen transformation pathway.3-Chloro-4-fluoronitrobenzene(cas: 350-30-1Safety of 3-Chloro-4-fluoronitrobenzene) was used in this study.

3-Chloro-4-fluoronitrobenzene(cas: 350-30-1) belongs to organochlorine compounds. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. The haloform reaction, using chlorine and sodium hydroxide, is also able to generate alkyl halides from methyl ketones, and related compounds. Chloroform was formerly produced thus.Safety of 3-Chloro-4-fluoronitrobenzene

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

Mori, Miwako; Kagechika, Katsuji; Sasai, Hiroaki; Shibasaki, Masakatsu published an article on January 28 ,1991. The article was titled 《New synthesis of 4-acetoxy-2-azetidinones by use of electrochemical oxidation》, and you may find the article in Tetrahedron.HPLC of Formula: 98019-65-9 The information in the text is summarized as follows:

4-Acetoxy-2-azetidinone was synthesized from 4-carboxy-2-azetidinone by Kolbe-type electrolysis. Optically pure 4-acetoxy-3-[1-(t-butyldimethylsiloxy)ethyl]-2-azetidinone, which is an important intermediate for the synthesis of thienamycin, and (+)-PS-5 were synthesized by use of this method. In the experiment, the researchers used many compounds, for example, 4-Oxo-2-azetidinecarboxylic acid(cas: 98019-65-9HPLC of Formula: 98019-65-9)

4-Oxo-2-azetidinecarboxylic acid(cas:98019-65-9) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.HPLC of Formula: 98019-65-9 Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

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

Hu, Weitao; Lin, Zhiyang; Wang, Chuan published their research in Organic Letters on August 12 ,2022. The article was titled 《Synthesis of Multisubstituted Allylic Alcohols via a Nickel-Catalyzed Cross-Electrophile Ring-Opening Reaction》.Computed Properties of C7H6Cl2 The article contains the following contents:

Herein, a nickel-catalyzed cross-electrophile ring-opening reaction of vinyl epoxides I (R1 = Ph, 1-naphthyl, benzodioxol-5-yl, etc.; R2 = H, Me, phenyl; R3 = H, Ph, furan-2-yl, thiophen-2-yl) was reported, wherein aryl iodides, alkyl iodides, and benzyl chlorides R4X (R4 = Pr, cyclohexyl, phenyl; X = I, Cl) can all serve as the electrophilic coupling partners, providing a new approach to preparing multisubstituted allylic alcs. R1C(CH(OH)R3)=C(R2)CH2R4. This new method features broad substrate scope multisubstituted allylic alcs., good step-economy, and high L/B- and E/Z selectivity as well as mild reaction conditions.3-Chlorobenzylchloride(cas: 620-20-2Computed Properties of C7H6Cl2) was used in this study.

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.Computed Properties of C7H6Cl2

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

Chen, Lijuan; Wang, Xiaobin; Tang, Xu; Xia, Rongjiao; Guo, Tao; Zhang, Cheng; Li, Xiangyang; Xue, Wei published their research in BMC Chemistry on December 31 ,2019. The article was titled 《Design, synthesis, antiviral bioactivities and interaction mechanisms of penta-1,4-diene-3-one oxime ether derivatives containing a quinazolin-4(3H)-one scaffold》.Reference of 3-Chlorobenzylchloride The article contains the following contents:

penta-1,4-diene-3-one oxime ether and quinazolin-4(3H)-one derivatives possess favorable agricultural activities. Aiming to discover novel mols. with highly-efficient agricultural activities, a series of penta-1,4-diene-3-one oxime ether derivatives containing a quinazolin-4(3H)-one scaffold were synthesized and evaluated for their antiviral activities. Antiviral bioassays indicated that some title compounds exhibited significant antiviral activity against tobacco mosaic virus (TMV). In particular, compounds 8c, 8j and 8k possessed appreciable curative activities against TMV in vivo, with half-maximal effective concentration (EC50) values of 138.5, 132.9 and 125.6 μg/mL, resp., which are better than that of ningnanmycin (207.3 μg/mL). Furthermore, the microscale thermophoresis experiments (MST) on the interaction of compound 8k with TMV coat protein (TMV CP) showed 8k bound to TMV CP with a dissociation constant of 0.97 mmol/L. Docking studies provided further insights into the interaction of 8k with the Arg90 of TMV CP. Sixteen penta-1,4-diene-3-one oxime ether derivatives containing a quinazolin-4(3H)-one scaffold were designed, synthesized, and their antiviral activities against TMV were evaluated. Antiviral bioassays indicated that some target compounds exhibited remarkable antiviral activities against TMV. Furthermore, through the MST and docking studies, we can speculate that 8k inhibited the virulence of TMV by binding Arg90 in TMV CP. These results indicated that this kind of penta-1,4-diene-3-one oxime ether derivatives containing a quinazolin-4(3H)-one scaffold could be further studied as potential alternative templates in the search for novel antiviral agents. In addition to this study using 3-Chlorobenzylchloride, there are many other studies that have used 3-Chlorobenzylchloride(cas: 620-20-2Reference of 3-Chlorobenzylchloride) was used in this study.

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

Synthetic Route of C4H3ClO2S2In 2022 ,《Boron-Promoted Umpolung Reaction of Sulfonyl Chlorides for the Stereospecific Synthesis of Thioglycosides via Reductive Deoxygenation Coupling Reactions》 was published in Organic Letters. The article was written by Li, Siyu; Wang, Yujuan; Zhong, Lei; Wang, Siyu; Liu, Zhengli; Dai, Yuanwei; He, Yun; Feng, Zhang. The article contains the following contents:

S-Glycosides have broad biol. activities and serve as stable mimics of natural O-glycoside counterparts and thus are of great therapeutic potential. Herein we disclose an efficient method for the stereospecific synthesis of 1-thioglycosides via a boron-promoted reductive deoxygenation coupling reaction from readily accessible sulfonyl chlorides and glycosyl bromides. Our protocol features mild conditions and excellent functional group tolerance and stereoselectivity. The translational potential of this metal-free approach is demonstrated by the late-stage glyco-diversification of natural products and drug mols. In the experiment, the researchers used Thiophene-2-sulfonyl chloride(cas: 16629-19-9Synthetic Route 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. Synthetic Route of C4H3ClO2S2

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

COA of Formula: C4H3ClO2S2In 2022 ,《Visible-Light-Catalyzed Tandem Radical Addition/1,5-Hydrogen Atom Transfer/Cyclization of 2-Alkynylarylethers with Sulfonyl Chlorides》 was published in Organic Letters. The article was written by Li, Long; Li, Jiao-Zhe; Sun, Yong-Bin; Luo, Chun-Mei; Qiu, Hui; Tang, Keqi; Liu, Hongxin; Wei, Wen-Ting. The article contains the following contents:

A novel visible-light-catalyzed tandem radical addition/1,5-hydrogen atom transfer/cyclization cascade of 2-alkynylarylethers 2-(CHC)-3-R-4-R1-C6H2OCH(R2)R3 (R = H, Me, Cl, C(O)OMe, etc.; R1 = H, C(O)OMe; R2 = Me, Et, Ph; R3 = Me, Et; R2R3 = -(CH2)5-, -(CH2)4-, -(CH2)3OCH2-) with sulfonyl chlorides R4S(O)2Cl (R4 = Ph, 4-bromophenyl, 4-methylphenyl, 4-methoxyphenyl, thiophen-2-yl) in 2-methyltetrahydrofuran was developed under photocatalyst- and additive-free conditions. This reaction relies on unique energy transfer and solvent-radical relay strategies to generate sulfonyl radicals for the preparation of a series of sulfonyl-functionalized dihydrobenzofurans I in moderate to high yields catalyzed by visible light or solar radiation.Thiophene-2-sulfonyl chloride(cas: 16629-19-9COA of Formula: 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. COA of Formula: C4H3ClO2S2

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