Month: October 2022

《Polarity-Reversal Strategy for the Functionalization of Electrophilic Strained Molecules via Light-Driven Cobalt Catalysis》 was published in Journal of the American Chemical Society in 2020. These research results belong to Ociepa, Michal; Wierzba, Aleksandra J.; Turkowska, Joanna; Gryko, Dorota. Safety of 1-Iodo-4-methylbenzene The article mentions the following:

Strain-release-driven methodol. is a powerful tool for accessing structural motifs, highly desirable by the pharmaceutical industry. The reactivity of spring-loaded cyclic reagents is dominated by transformations relying on their inherent electrophilic reactivity. Herein, we present a polarity-reversal strategy based on light-driven cobalt catalysis, which enables the generation of nucleophilic radicals through strain release. The applicability of this methodol. is demonstrated by the design of two distinct types of reactions: Giese-type addition and Co/Ni-catalyzed cross-coupling. Moreover, a series of electrochem., spectroscopic, and kinetic experiments as well as X-ray structural anal. of the intermediate alkylcobalt(III) complex give deeper insight into the mechanism of the reaction. In the experiment, the researchers used 1-Iodo-4-methylbenzene(cas: 624-31-7Safety of 1-Iodo-4-methylbenzene)

1-Iodo-4-methylbenzene(cas: 624-31-7) undergoes Suzuki-Miyaura coupling reaction with phenylboronic acid catalyzed by (Ni,Mg)3Si2O5(OH)4 solid-solution nanotubes loaded with palladium.Safety of 1-Iodo-4-methylbenzene

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

《Ethynylation of Cysteine Residues: From Peptides to Proteins in Vitro and in Living Cells》 was written by Tessier, Romain; Nandi, Raj Kumar; Dwyer, Brendan G.; Abegg, Daniel; Sornay, Charlotte; Ceballos, Javier; Erb, Stephane; Cianferani, Sarah; Wagner, Alain; Chaubet, Guilhem; Adibekian, Alexander; Waser, Jerome. Application In Synthesis of 2-Iodobenzoic acid And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

Current approaches to introduce terminal alkynes for bioorthogonal reactions into biomols. still present limitations in terms of either reactivity, selectivity, or adduct stability. The authors present a method for the ethynylation of cysteine residues based on the use of ethynylbenziodoxolone (EBX) reagents. The acetylene group is directly introduced onto the thiol group of cysteine and can be used for copper-catalyzed alkyne-azide cycloaddition (CuAAC) without further processing. Labeling proceeded with reaction rates comparable to or higher than the most often used iodoacetamide on peptides or maleimide on the antibody trastuzumab, and high cysteine selectivity was observed The reagents were also used in living cells for cysteine proteomic profiling and displayed improved coverage of the cysteinome compared to previously reported iodoacetamide or hypervalent iodine reagents. Fine-tuning of the EBX reagents allows optimization of their reactivity and phys. properties. The experimental part of the paper was very detailed, including the reaction process of 2-Iodobenzoic acid(cas: 88-67-5Application In Synthesis of 2-Iodobenzoic acid)

2-Iodobenzoic acid(cas: 88-67-5) belongs to organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. Application In Synthesis of 2-Iodobenzoic acid Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

《Green tea extract-modified silica gel decorated with palladium nanoparticles as a heterogeneous and recyclable nanocatalyst for Buchwald-Hartwig C-N cross-coupling reactions》 was written by Veisi, Hojat; Tamoradi, Taiebeh; Karmakar, Bikash; Hemmati, Saba. Application of 624-31-7 And the article was included in Journal of Physics and Chemistry of Solids in 2020. The article conveys some information:

A novel green tea extract-encapsulated silica gel decorated with in situ-generated Pd nanoparticles is reported as an efficient, green heterogeneous catalyst in the Buchwald-Hartwig C-N cross-coupling reaction. It was characterized by several anal. techniques. Thereafter, a wide range of aryl amines were synthesized in good to excellent yields by reaction of different substituted aryl halides and secondary amines over the catalyst. The material is sufficiently stable and could be used at least six times in a model Buchwald-Hartwig reaction without noticeable change in its catalytic activity. Heterogeneity of the catalyst was examined by a hot filtration test. The results came from multiple reactions, including the reaction of 1-Iodo-4-methylbenzene(cas: 624-31-7Application of 624-31-7)

1-Iodo-4-methylbenzene(cas: 624-31-7) undergoes Suzuki-Miyaura coupling reaction with phenylboronic acid catalyzed by (Ni,Mg)3Si2O5(OH)4 solid-solution nanotubes loaded with palladium.Application of 624-31-7

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

《Catalytic Regioselective Isomerization of 2,2-Disubstituted Oxetanes to Homoallylic Alcohols》 was written by Cabre, Albert; Rafael, Sergi; Sciortino, Giuseppe; Ujaque, Gregori; Verdaguer, Xavier; Lledos, Agusti; Riera, Antoni. Electric Literature of C3H9IOS And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

The selective isomerization of strained heterocyclic compounds is an important tool in organic synthesis. An unprecedented regioselective isomerization of 2,2-disubstituted oxetanes into homoallylic alcs. is described. The use of tris(pentafluorophenyl)borane (B(C6F5)3), a com. available Lewis acid was key to obtaining good yields and selectivities since other Lewis acids afforded mixtures of isomers and substantial polymerization The reaction took place under exceptionally mild reaction conditions and very low catalyst loading (0.5 mol %). DFT calculations disclose the mechanistic features of the isomerization and account for the high selectivity displayed by the B(C6F5)3 catalyst. The synthetic applicability of the new reaction is demonstrated by the preparation of γ-chiral alcs. using iridium-catalyzed asym. hydrogenation. In the experiment, the researchers used Trimethylsulfoxonium iodide(cas: 1774-47-6Electric Literature of C3H9IOS)

Trimethylsulfoxonium iodide(cas: 1774-47-6) reacts with sodium hydride to prepare dimethyloxosulfonium methylide, which is used as a methylene-transfer reagent in synthetic chemistry. It is used to prepare ylide, which reacts with carbonyl compounds to get epoxides.Electric Literature of C3H9IOS

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

《Meta Junction Promoting Efficient Thermally Activated Delayed Fluorescence in Donor-Acceptor Conjugated Polymers》 was written by Rao, Jiancheng; Yang, Liuqing; Li, Xuefei; Zhao, Lei; Wang, Shumeng; Ding, Junqiao; Wang, Lixiang. SDS of cas: 591-18-4 And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

The meta junction is proposed to realize efficient thermally activated delayed fluorescence (TADF) in donor-acceptor (D-A) conjugated polymers. Based on triphenylamine as D and dicyanobenzene as A, as a proof of concept, a series of D-A conjugated polymers has been developed by changing their connection sites. When the junction between D and A is tuned from para to meta, the singlet-triplet energy splitting (ΔEST) is found to be significantly decreased from 0.44 to 0.10 eV because of the increasing hole-electron separation Unlike the para-linked analog with no TADF, consequently, the meta-linked polymer shows a strong delayed fluorescence. Its corresponding solution-processed organic light-emitting diodes (OLEDs) achieve a promising external quantum efficiency (EQE) of 15.4% (51.9 cd A-1, 50.9 lm W-1) and CIE coordinates of (0.34, 0.57). The results highlight the bright future of D-A conjugated polymers used for TADF OLEDs. In the experiment, the researchers used many compounds, for example, 1-Bromo-3-iodobenzene(cas: 591-18-4SDS of cas: 591-18-4)

1-Bromo-3-iodobenzene(cas: 591-18-4) has been used in the preparation of 1-(3′-bromophenyl)-3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodec-1-ene and 1-(3′-bromophenyl)-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-ene.SDS of cas: 591-18-4

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

《Nickel-Catalyzed 1,2-Diarylation of Alkenyl Carboxylates: A Gateway to 1,2,3-Trifunctionalized Building Blocks》 was written by Derosa, Joseph; Kang, Taeho; Tran, Van T.; Wisniewski, Steven R.; Karunananda, Malkanthi K.; Jankins, Tanner C.; Xu, Kane L.; Engle, Keary M.. Quality Control of 1-Iodo-4-methylbenzene And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

A nickel-catalyzed conjunctive cross-coupling of alkenyl carboxylic acids, aryl iodides, and aryl/alkenyl boronic esters is reported. The reaction delivers the desired 1,2-diarylated and 1,2-arylalkenylated products with excellent regiocontrol. To demonstrate the synthetic utility of the method, a representative product is prepared on gram scale and then diversified to eight 1,2,3-trifunctionalized building blocks using two-electron and one-electron logic. Using this method, three routes toward bioactive mols. are improved in terms of yield and/or step count. This method represents the first example of catalytic 1,2-diarylation of an alkene directed by a native carboxylate group. In the experiment, the researchers used many compounds, for example, 1-Iodo-4-methylbenzene(cas: 624-31-7Quality Control of 1-Iodo-4-methylbenzene)

1-Iodo-4-methylbenzene(cas: 624-31-7) is used in wide range of medicals industrial applications as well as in pharmaceutical intermediates, polarizing films for Liquid Crystal Display (LCD) chemicals.Quality Control of 1-Iodo-4-methylbenzene

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Tali, Javeed Ahmad; Singh, Davinder; Kumar, Gulshan; Shankar, Ravi published their research in Asian Journal of Organic Chemistry in 2021. The article was titled 《Regioselective Base-controlled Pd-catalyzed Arylation of Imidazo[1,2-a]pyridines: leading selectivity at C8 position by N-chelation over O-chelation》.Safety of 4-Iodobenzaldehyde The article contains the following contents:

Herein, Pd/Ag2CO3 promoted C8 arylation of the heterocycles I (R = H, Me, Cl; R1 = H, Me, Cl; R2 = H; R3 = CHO) by overriding the N-chelation on O-chelation to form diarylimidazo[1,2-a]pyridine-carbaldehydes I (R2 = Ph, 3,4-dichlorophenyl, 4-formylphenyl, etc.; R3 = CHO) was reported. In this way, various examples have been synthesized in good to excellent yield. Furthermore, Pd/t-BuOK system has been developed for the novel deformylative C3 arylation of 2-aryl-imidazo[1,2-a]pyridines I to form diarylimidazo[1,2-a]pyridines I (R2 = H; R3 = Ph, 3,4-dichlorophenyl, 4-formylphenyl, etc.). The choice of the catalytic system is also demonstrated for heteroarylation. Both standardized protocols have been explored with broad substrate scope and good functional group tolerance. The experimental part of the paper was very detailed, including the reaction process of 4-Iodobenzaldehyde(cas: 15164-44-0Safety of 4-Iodobenzaldehyde)

4-Iodobenzaldehyde(cas: 15164-44-0) is used in synthesis of 4-[2-(trimethylsilyl)ethynyl]benzaldehyde, 5,15-dimesityl-10-(3-[2-(trimethylsilyl)ethynyi]phenyl}-20-(4-iodophenyl)porphyrin, and 5,15-dimesityl-10-[3,5-bis{2-[4-(N,N’-difluoroboryl-1,9-dimethyidipyrrin-5-yl)-phenyl]ethynyl}phenyl]-20-(4-iodophenyl)porphyrin.Safety of 4-Iodobenzaldehyde

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Unnava, Ramanjaneyulu; Chahal, Kapil; Reddy, Kallu Rajender published their research in Organic & Biomolecular Chemistry in 2021. The article was titled 《Synthesis of substituted 1,2-dihydroisoquinolines via Ni(II) and Cu(I)/Ag(I) catalyzed double nucleophilic addition of arylamines to ortho-alkynyl donor-acceptor cyclopropanes (o-ADACs)》.Synthetic Route of C3H9IOS The article contains the following contents:

A concise approach for the synthesis of substituted 1,2-dihydroisoquinolines via double nucleophilic addition of primary arylamines to ortho-alkynyl donor-acceptor cyclopropanes (o-ADACs) in the presence of a catalytic Ni(ClO4)2·6H2O and CuI/AgOTf system has been developed. Further applying this protocol, some of the derived malonates were converted into the corresponding monoesters under Krapcho decarboxylation reaction conditions. Thereafter, these esters were transformed into the resp. acids and alcs. In addition, multifunctionalized 4-(2,2,2-trifluoroacetyl) 1,2-dihydroisoquinolines were also obtained with excess TFAA. The experimental process involved the reaction of Trimethylsulfoxonium iodide(cas: 1774-47-6Synthetic Route of C3H9IOS)

Trimethylsulfoxonium iodide(cas: 1774-47-6) is a sulfoxonium salt. It is used to generate dimethyloxosulfonium methylide by reaction with sodium hydride. The latter compound is used as a methylene-transfer reagent, and is used to prepare epoxides.Synthetic Route of C3H9IOS

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Salerno, Silvia; Amendola, Giorgio; Angeli, Andrea; Baglini, Emma; Barresi, Elisabetta; Marini, Anna Maria; Ravichandran, Rahul; Viviano, Monica; Castellano, Sabrina; Novellino, Ettore; Da Settimo, Federico; Supuran, Claudiu T.; Cosconati, Sandro; Taliani, Sabrina published an article in 2021. The article was titled 《Inhibition studies on carbonic anhydrase isoforms I, II, IV and IX with N-arylsubstituted secondary sulfonamides featuring a bicyclic tetrahydroindazole scaffold》, and you may find the article in European Journal of Medicinal Chemistry.Quality Control of 1-Chloro-3-iodobenzene The information in the text is summarized as follows:

Synthesis of a set of new bicyclic tetrahydroindazoles featuring a secondary sulfonamide I [R1 = H, Me, C6H5; R2 = H, Me: R3 = H, 3-Me, 4-Cl, etc.] were described. Biol. evaluation of the inhibitory activity against the hCA I, II, IV, and IX isoforms allowed drawing a structure-activity relationship profile that was rationalized through theor. studies. The new mols. I into the single portions influencing the zinc chelation properties and the selectivity profile thereby which offerred a new platform for the discovery of new isotype selective CA inhibitors. In the part of experimental materials, we found many familiar compounds, such as 1-Chloro-3-iodobenzene(cas: 625-99-0Quality Control of 1-Chloro-3-iodobenzene)

1-Chloro-3-iodobenzene(cas: 625-99-0) belongs to organic iodides.Quality Control of 1-Chloro-3-iodobenzene The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Qin, Yangzhong; Sun, Rui; Gianoulis, Nikolas P.; Nocera, Daniel G. published an article in 2021. The article was titled 《Photoredox Nickel-Catalyzed C-S Cross-Coupling: Mechanism, Kinetics, and Generalization》, and you may find the article in Journal of the American Chemical Society.Computed Properties of C7H7I The information in the text is summarized as follows:

Photoredox-mediated nickel-catalyzed cross-couplings have evolved as a new effective strategy to forge carbon-heteroatom bonds that are difficult to access with traditional methods. Exptl. mechanistic studies are challenging because these reactions involve multiple highly reactive intermediates and perplexing reaction pathways, engendering competing, but unverified, proposals for substrate conversions. Here, we report a comprehensive mechanistic study of photoredox nickel-catalyzed C-S cross-coupling based on time-resolved transient absorption spectroscopy, Stern-Volmer quenching, and quantum yield measurements. We have (i) discovered a self-sustained productive Ni(I/III) cycle leading to a quantum yield Φ > 1; (ii) found that pyridinium iodide, formed in situ, serves as the dominant quencher for the excited state photocatalyst and a critical redox mediator to facilitate the formation of the active Ni(I) catalyst; and (iii) observed critical intermediates and determined the rate constants associated with their reactivity. Not only do the findings reveal a complete reaction cycle for C-S cross-coupling, but the mechanistic insights have also allowed for the reaction efficiency to be optimized and the substrate scope to be expanded from aryl iodides to include aryl bromides, thus broadening the applicability of photoredox C-S cross-coupling chem. The experimental part of the paper was very detailed, including the reaction process of 1-Iodo-4-methylbenzene(cas: 624-31-7Computed Properties of C7H7I)

1-Iodo-4-methylbenzene(cas: 624-31-7) is used in wide range of medicals industrial applications as well as in pharmaceutical intermediates, polarizing films for Liquid Crystal Display (LCD) chemicals.Computed Properties of C7H7I

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com