Month: October 2022

Zhong, Xianqiang; Luo, Jianghao; Zhou, Wei; Cai, Qian published their research in Advanced Synthesis & Catalysis in 2021. The article was titled 《A Synthesis of Spirooxindole-Isoindolinones Through Ugi Reaction Followed by Copper-Catalyzed Tandem C-N/C-C Coupling Process》.Safety of 2-Iodobenzoic acid The article contains the following contents:

A synthesis of spiroindolinone-isoindolinone skeletons was presented. The protocol was through a Ugi four-component reaction followed by highly efficient and mild copper-catalyzed intramol. tandem C-N/C-C coupling process. Control experiments demonstrated that the formation of C-C bond was a copper catalyzed coupling process rather than base promoted nucleophilic aromatic substitution pathway which proposed in Prof. Van der Eycken’s palladium catalyst system previously. In the part of experimental materials, we found many familiar compounds, such as 2-Iodobenzoic acid(cas: 88-67-5Safety of 2-Iodobenzoic acid)

2-Iodobenzoic acid(cas: 88-67-5) belongs to organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Safety of 2-Iodobenzoic acid

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

Diaz, Jose Luis; Cuevas, Felix; Pazos, Gonzalo; Alvarez-Bercedo, Paula; Oliva, Ana I.; Sarmentero, M. Angeles; Font, Daniel; Jimenez-Aquino, Agustin; Moron, Maria; Port, Adriana; Pascual, Rosalia; Dordal, Albert; Portillo-Salido, Enrique; Reinoso, Raquel F.; Vela, Jose Miguel; Almansa, Carmen published their research in Journal of Medicinal Chemistry in 2021. The article was titled 《Bicyclic Diazepinones as Dual Ligands of the α2δ-1 Subunit of Voltage-Gated Calcium Channels and the Norepinephrine Transporter》.Electric Literature of C6H5IO The article contains the following contents:

The synthesis and pharmacol. activity of a new series of bicyclic diazepinones with dual activity toward the α2δ-1 subunit of voltage-gated calcium channels (Cavα2δ-1) and the norepinephrine transporter (NET) are reported. Exploration of the positions amenable for substitution on a nonaminoacidic Cavα2δ-1 scaffold allowed the identification of favorable positions for the attachment of NET pharmacophores. Among the patterns explored, attachment of the 2-ethylamino-9-methyl-6-phenyl-6,7,8,9-tetrahydro-5H-pyrimido[4,5-e][1,4]diazepin-5-one framework to the meta-position of the Ph ring of the 3-methylamino-1-phenylpropoxy and 3-methylamino-1-thienylpropoxy moieties provided dual compounds with excellent NET functionality. Alternative bicyclic frameworks were also explored, and some lead mols. were identified, which showed a balanced dual profile and exhibited good ADMET properties. The experimental process involved the reaction of 3-Iodophenol(cas: 626-02-8Electric Literature of C6H5IO)

3-Iodophenol(cas: 626-02-8) belongs to organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Electric Literature of C6H5IOIodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.

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

Chen, Xiao-Chao; Zhao, Kai-Chun; Yao, Yin-Qing; Lu, Yong; Liu, Ye published an article in 2021. The article was titled 《Synergetic activation of CO2 by the DBU-organocatalyst and amine substrates towards stable carbamate salts for synthesis of oxazolidinones》, and you may find the article in Catalysis Science & Technology.Quality Control of 1,2-Diiodoethane The information in the text is summarized as follows:

The development of an efficient methodol. to transform CO2 into valuable chems. has attracted increasing attention concerning the challenging issues of CO2-utilization. Herein, an efficient approach for the preparation of oxazolidinones from CO2, primary (aliphatic/aromatic) amines and 1,2-dichloroethane (or its derivatives) catalyzed by DBU organo-superbase was achieved with yields of 47-97% under mild conditions (80-100°C, 12 h, 1.0 MPa CO2). Control experiments demonstrated that the formation of an ion-pair carbamate salt intermediate IS-B derived from the reaction of CO2, DBU (catalyst) and an amine (substrate) was the key step for this three-component reaction. The available DBU-amine-CO2 adduct intermediate (like IS-B-2) with fair stability will evolve into the thermodynamically stable product oxazolidinones upon attack of 1,2-dichloroethane (or its derivatives), along with the regeneration of the DBU catalyst. Alternatively, the decomposition of the DBU-aryl amine-CO2 adduct (like IS-B-1) with relatively poor stability also could result in the competitive substitution reaction of 1,2-dichloroethane (or its derivatives) with the aryl amine. This work provides insights into synergetic CO2-activation by the DBU-catalyst and a nucleophilic amine-substrate via the formation of robust carbamate salt intermediates responsible for the final production of oxazolidinones. In the part of experimental materials, we found many familiar compounds, such as 1,2-Diiodoethane(cas: 624-73-7Quality Control of 1,2-Diiodoethane)

1,2-Diiodoethane(cas: 624-73-7) is one of organic iodides. 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. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Quality Control of 1,2-Diiodoethane

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

In 2022,Rio-Rodriguez, Roberto del; Fragoso-Jarillo, Lorena; Garrido-Castro, Alberto F.; Maestro, M. Carmen; Fernandez-Salas, Jose A.; Aleman, Jose published an article in Chemical Science. The title of the article was 《General electrochemical Minisci alkylation of N-heteroarenes with alkyl halides》.Application of 301673-14-3 The author mentioned the following in the article:

A general, facile and environmentally friendly Minisci-type alkylation of N-heteroarenes under simple and straightforward electrochem. conditions using widely available alkyl halides as radical precursors was reported. Primary, secondary and tertiary alkyl radicals were efficiently generated and coupled with a large variety of N-heteroarenes. The method presented a very high functional group tolerance, including various heterocyclic-based natural products, which highlighted the robustness of the method. This applicability was further proved in the synthesis of various interesting biol. valuable building blocks. In addition, a mechanism based on different proofs and pieces of electrochem. evidence was proposed. The results came from multiple reactions, including the reaction of tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Application of 301673-14-3)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source of iodine. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs. Oceanic alkyl iodides are believed to be the principal source of atmospheric iodine.Application of 301673-14-3

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

In 2022,Wang, Xi; Chen, Jin-Quan; Yang, Xing-Xing; Hao, Er-Jun; Dong, Zhi-Bing published an article in European Journal of Organic Chemistry. The title of the article was 《Synthesis of Diaryl Sulfides by Using Tetramethylthiuram Monosulfide (TMTM) as Organosulfur Source: A Practical C(sp2)-S Bond Construction》.SDS of cas: 589-87-7 The author mentioned the following in the article:

A protocol for synthesizing sym. thioethers RSR (R = Ph, 4-ethoxyphenyl, thiophen-2-yl, etc.) by using a cheap organosulfur reagent (tetramethylthiuram monosulfide: TMTM) was developed. Both iodobenzenes RI and phenylboronic acids RB(OH)2 react well with TMTM, giving the target products with good to excellent yields. This method features simple performance, wide functional group tolerance, and good to excellent yields, showing a potential application value for the synthesis of drug mols. In addition to this study using 1-Bromo-4-iodobenzene, there are many other studies that have used 1-Bromo-4-iodobenzene(cas: 589-87-7SDS of cas: 589-87-7) was used in this study.

1-Bromo-4-iodobenzene(cas: 589-87-7) has been employed as reagent for in situ desilylation and coupling of silylated alkynes, as starting reagent in the total syntheses of ent-conduramine A and ent-7-deoxypancratistatin (alkaloids), as substrate in copper-free Sonogashira coupling in aqueous acetone in synthesis of β,β,dibromostyrenesSDS of cas: 589-87-7

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

In 2022,Zhang, Haoxiang; Liang, Mengze; Zhang, Xiao; He, Meng-Ke; Yang, Chao; Guo, Lin; Xia, Wujiong published an article in Organic Chemistry Frontiers. The title of the article was 《Electrochemical synthesis of functionalized gem-difluoroalkenes with diverse alkyl sources via a defluorinative alkylation process》.Application of 301673-14-3 The author mentioned the following in the article:

An electrochem. defluorinative alkylation protocol of α-trifluoromethyl alkenes was described. This reaction enabled the preparation of functionalized gem-difluoroalkenes F2C=C(R)CH2R1 [R = 4-MeC6H4, 4-MeOC6H4, 2-naphthyl, etc.; R1 = cyclohexyl, tetrahydropyran-4-yl, Bn, etc.] with the use of diverse alkyl sources including organohalides, N-hydroxyphthalimide (NHP) esters and Katritzky salts. This method exhibited lots of synthetic advantages including mild conditions, simple operation, and convenience of amplification, and provides a new route for the synthesis of gem-difluoroalkenes. In the experimental materials used by the author, we found tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Application of 301673-14-3)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond. Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Application of 301673-14-3

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

In 2022,Stivanin, Mateus L.; Gallo, Rafael D. C.; Spadeto, Joao Paulo M.; Cormanich, Rodrigo A.; Jurberg, Igor D. published an article in Organic Chemistry Frontiers. The title of the article was 《A visible light-mediated three-component strategy based on the ring-opening of cyclic ethers with aryldiazoacetates and nucleophiles》.COA of Formula: C7H5IO2 The author mentioned the following in the article:

A blue light-promoted reaction between aryldiazoacetates 4-R1C6H4C(=N2)C(O)2R2 (R1 = F, Cl, CF3, etc.; R2 = Me, t-Bu, Bn, propargyl) and different nucleophiles, e.g., benzoic acid has been developed in the presence of THF (and other cyclic ethers like THP, 1,4-dioxane, and 1,4,7,10,13,16-hexaoxacyclooctadecane) as the solvent, allowing the incorporation of these three elements into a single products, e.g., I. Formally, this transformation represents an O-H insertion strategy of more complex alcs. into aryldiazoesters without the need of pre-assembling them. The method is mild and efficient and proceeds in the absence of metals, generally at room temperature After reading the article, we found that the author used 2-Iodobenzoic acid(cas: 88-67-5COA of Formula: C7H5IO2)

2-Iodobenzoic acid(cas: 88-67-5) belongs to organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.COA of Formula: C7H5IO2

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

In 2022,Kajol, Km; Kumar, Sujeet; Kumar, Amit; Kant, Ruchir; Ramesh, Chintakunta published an article in Asian Journal of Organic Chemistry. The title of the article was 《Palladium-Catalyzed Intramolecular C-H Heteroarylation to Access Fused Tricyclic Oxazolo[4,5-c]Quinolines》.Synthetic Route of C6H5ClIN The author mentioned the following in the article:

Synthesis of fused tricyclic oxazolo[4,5-c]quinolines I (R = 3-Me, 2,5-difluorophenyl, thiophen-2-yl, etc. ; R1 = H, Me, Et, n-Bu, i-Pr, Cl, F; R2 = H, Me) from 2-iodo-N-((2-phenyloxazol-4-yl)methyl)anilines via intramol. C-H heteroarylation in the presence of palladium catalyst under ligand free conditions has been disclosed. Various substituted 2-iodo-N-((2-phenyloxazol-4-yl)methyl)anilines are well tolerated and furnished the products in good yields. The synthetic utility of the resulting mols. has been demonstrated. This method features broad substrate scope, mild reaction conditions, good functional group tolerance, and scalability. After reading the article, we found that the author used 4-Chloro-2-iodoaniline(cas: 63069-48-7Synthetic Route of C6H5ClIN)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Milder oxidation, using reagents such as NaOCl, can remove four hydrogen atoms from primary amines of the type RCH2NH2 to form nitriles (R―C≡N), and oxidation with reagents such as MnO2 can remove two hydrogen atoms from secondary amines (R2CH―NHR′) to form imines (R2C=NR′). Tertiary amines can be oxidized to enamines (R2C=CHNR2) by a variety of reagents.Synthetic Route of C6H5ClIN

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

HPLC of Formula: 15854-87-2In 2019 ,《In situ Investigations of a Proton Trap Material: A PEDOT-Based Copolymer with Hydroquinone and Pyridine Side Groups Having Robust Cyclability in Organic Electrolytes and Ionic Liquids》 appeared in ACS Applied Energy Materials. The author of the article were Aakerlund, Lisa; Emanuelsson, Rikard; Hernandez, Guiomar; Ruiperez, Fernando; Casado, Nerea; Brandell, Daniel; Stroemme, Maria; Mecerreyes, David; Sjoedin, Martin. The article conveys some information:

A conducting redox polymer based on PEDOT with hydroquinone and pyridine pendant groups is reported and characterized as a proton trap material. The proton trap functionality, where protons are transferred from the hydroquinone to the pyridine sites, allows for utilization of the inherently high redox potential of the hydroquinone pendant group (3.3 V vs. Li0/+) and sustains this reaction by trapping the protons within the polymer, resulting in proton cycling in an aprotic electrolyte. By disconnecting the cycling ion of the anode from the cathode, the choice of anode and electrolyte can be extensively varied and the proton trap copolymer can be used as cathode material for all-organic or metal-organic batteries. In this study, a stable and nonvolatile ionic liquid was introduced as electrolyte media, leading to enhanced cycling stability of the proton trap compared to cycling in acetonitrile, which is attributed to the decreased basicity of the solvent. Various in situ methods allowed for in-depth characterization of the polymer’s properties based on its electronic transitions (UV-vis), temperature-dependent conductivity (bipotentiostatic CV-measurements), and mass change (EQCM) during the redox cycle. Furthermore, FTIR combined with quantum chem. calculations indicate that hydrogen bonding interactions are present for all the hydroquinone and quinone states, explaining the reversible behavior of the copolymer in aprotic electrolytes, both in three-electrode setup and in battery devices. These results demonstrate the proton trap concept as an interesting strategy for high potential organic energy storage materials. The results came from multiple reactions, including the reaction of 4-Iodopyridine(cas: 15854-87-2HPLC of Formula: 15854-87-2)

4-Iodopyridine(cas: 15854-87-2) is a halogenated heterocycle that is a building block for proteomics research. 4-Iodopyridine is used as a reagent in the synthesis of indazolylamides as glucocorticoid receptor agonists.HPLC of Formula: 15854-87-2

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

Category: iodides-buliding-blocksIn 2019 ,《Selenacalix[4]dithienothiophene: Synthesis, Structure, and Complexation of a Cyclic Tetramer of Selenide-Bridging Dithienothiophene》 was published in Chemistry – An Asian Journal. The article was written by Hasegawa, Masashi; Takahashi, Kazuhiro; Inoue, Ryota; Haga, Shiori; Mazaki, Yasuhiro. The article contains the following contents:

An efficient cyclization toward a cyclic tetramer of dithienothiophene (DTT) linked by divalent selenium atoms was developed via palladium-catalyzed coupling reaction of (nBu3Sn)2Se. X-ray anal. revealed its highly sym. structure had an alternate arrangement of DTT units. There are several Se···π interactions forming a supramol. network lead to large void channel space. The cyclic tetramer possessed moderate electron-donating ability. Furthermore, the cyclic tetramer underwent complexation with C60 in a 1:2 ratio in the solid state to give a highly sym. three-dimensional array of C60. The experimental part of the paper was very detailed, including the reaction process of 1-Iodo-4-methylbenzene(cas: 624-31-7Category: iodides-buliding-blocks)

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.Category: iodides-buliding-blocks

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