Category: iodides-buliding-blocks

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,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

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

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

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

Wei, Li; Tang, Huali; Zou, Feihua; Cai, Mingzhong published their research in Polymer Bulletin (Heidelberg, Germany) in 2021. The article was titled 《Synthesis of novel aromatic polyamides containing cardo groups and triphenylphosphine oxide structures by a heterogeneous palladium-catalyzed carbonylation and condensation reaction》.Synthetic Route of C6H5IO The article contains the following contents:

Abstract: New aromatic polyamides containing cardo groups and triphenylphosphine oxide structures were synthesized by a heterogeneous palladium-catalyzed carbonylation and condensation of bis(4-(3-iodophenoxy)phenyl)phenylphosphine oxide (BIPPO), aromatic diamines bearing cardo groups, and carbon monoxide. Polycondensations were carried out in N,N-dimethylacetamide under 1 atm of CO at 120°C in the presence of a magnetically recyclable heterogeneous palladium catalyst and 1,8-diaza-bicyclo[5,4,0]-7-undecene (DBU) and afforded novel aromatic polyamides with inherent viscosities between 0.72 and 0.76 dL/g. All the polyamides were quite soluble in dipolar aprotic solvents and pyridine and could be converted into transparent, flexible, and tough polyamide films by casting from DMAc solutions These polymers exhibited high thermal and thermooxidative stability with the glass transition temperatures of 237°C-256°C, the temperatures at 5% weight loss of 448°C-465°C in air. All the phosphorus-containing polyamides self-extinguished as soon as the flame was removed, and the limited oxygen indexes (LOIs) of these polymers were in the range of 39%-44%. The polymer films also showed good mech. properties and high optical transparency. The experimental process involved the reaction of 3-Iodophenol(cas: 626-02-8Synthetic Route of C6H5IO)

3-Iodophenol(cas: 626-02-8) belongs to organic iodides.Synthetic Route of C6H5IO 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

《A selective and highly sensitive high performance liquid chromatography with fluorescence derivatization approach based on Sonogashira coupling reaction for determination of ethinyl estradiol in river water samples》 was published in Journal of Chromatography A in 2020. These research results belong to Ali, Marwa F. B.; Uejo, Yurina; Kishikawa, Naoya; Ohyama, Kaname; Kuroda, Naotaka. Electric Literature of C7H5IO The article mentions the following:

A selective and highly sensitive high performance liquid chromatog. (HPLC) with fluorescence derivatization method was developed for determination of ethinyl estradiol (EE); one of endocrine-disrupting compounds (EDCs). The fluorescence derivatization procedure was based on Sonogashira coupling reaction using 4-(4, 5-diphenyl-1H-imidazole-2-yl) iodobenzene (DIB-I), a fluorescence labeling reagent, to derivatize EE in presence of copper and palladium ions. The formed fluorescent product was separated on Cosmosil 5C18 MS-II by an isocratic elution with a mobile phase composed of acetonitrile: 5.0 mM Tris-HNO3 buffer, pH 7.4 (60:40, volume/volume %). The detection wavelengths were set at 310 and 400 nm as excitation and emission wavelengths, resp. Various parameters affecting derivatization reaction were optimized. Further, the proposed method was validated and a good linearity with low detection limit (S/N=3) 7.4 ng L-1 was obtained in water sample after a simple solid-phase disk extraction (C18 SPE disk) method. The proposed method was successfully applied for detection of EE in river water samples in order to monitor EE concentration and to distinguish its effect on the ecosystem and human health. The experimental process involved the reaction of 4-Iodobenzaldehyde(cas: 15164-44-0Electric Literature of C7H5IO)

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.Electric Literature of C7H5IO

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

《4-Aryl-1-oxa-4,9-diazaspiro[5.5]undecane derivatives as dual μ-opioid receptor agonists and σ1 receptor antagonists for the treatment of pain》 was published in Journal of Medicinal Chemistry in 2020. These research results belong to Garcia, Monica; Virgili, Marina; Alonso, Monica; Alegret, Carles; Fernandez, Begona; Port, Adriana; Pascual, Rosalia; Monroy, Xavier; Vidal-Torres, Alba; Serafini, Maria-Teresa; Vela, Jose Miguel; Almansa, Carmen. Category: iodides-buliding-blocks The article mentions the following:

The synthesis and pharmacol. activity of a new series of 1-oxa-4,9-diazaspiro[5.5]undecane derivatives as potent dual ligands for the sigma-1 receptor (σ1R) and the μ-opioid receptor (MOR) are reported. The different positions of the central scaffold, designed using a merging strategy of both targets pharmacophores, were explored using a versatile synthetic approach. Phenethyl derivatives in position 9, substituted pyridyl moieties in position 4 and small alkyl groups in position 2 provided the best profiles. One of the best compounds, I, showed a balanced dual profile (i.e. MOR agonism and sigma antagonism) and potent analgesic activity, comparable to the MOR agonist oxycodone in the paw pressure test in mice. Contrary to oxycodone, as expected from the addition of σ1R antagonism, I showed local, peripheral activity in this test, which was reversed by the σ1R agonist PRE-084. At equianalgesic doses, I showed less constipation than oxycodone, providing evidence that dual MOR agonism and σ1R antagonism may be a useful strategy for obtaining potent and safer analgesics. The experimental part of the paper was very detailed, including the reaction process of Trimethylsulfoxonium iodide(cas: 1774-47-6Category: iodides-buliding-blocks)

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.Category: iodides-buliding-blocks

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

The author of 《Synthesis, characterization and optical properties of novel Ir(III) complexes bearing N-heterocycle substituents》 were Tang, Meng; Zhu, Senqiang; Liu, Rui; Wang, Jia; Zhang, Zheng; Zhu, Hongjun. And the article was published in Journal of Organometallic Chemistry in 2019. Reference of 1-Bromo-3-iodobenzene The author mentioned the following in the article:

A series of cationic heteroleptic Ir(III) complexes with different N-heterocycle groups (N-phenothiazinyl, N-indolyl, N-carbazolyl, 3,6-di-tert-butyl-N-carbazolyl) (1a-1d) were synthesized and characterized. The photophys. properties of these complexes were systematically investigated. All complexes exhibit strong 1π-π* absorption bands in the UV region and broad 1MLCT absorption bands in the visible region. In addition, these complexes exhibit weak absorption after 500 nm, which could be attributed to 3π,π*/3CT transition. All complexes exhibit broad and structureless emission bands from 568 nm to 627 nm at room temperature, which are originated from 3MLCT/3LLCT excited states. The electron donating substituents attached on the 2-phenylpyridine ligands cause a pronounced red-shift of the emission band. Except 1d, all complexes show strong triplet transient absorptions from UV to visible region, which were assigned to the 3MLCT/3π,π* excited state. In addition, complexes 1a-1c all exhibit reverse saturable absorption (RSA) at 532 nm, which follows the trend of 1a > 1b > 1c. The photophys. properties of these Ir(III) complexes can be influenced drastically by the substituents on 2-phenylpyridine ligands, which would be useful for rational design of optical functional materials. In the part of experimental materials, we found many familiar compounds, such as 1-Bromo-3-iodobenzene(cas: 591-18-4Reference of 1-Bromo-3-iodobenzene)

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.Reference of 1-Bromo-3-iodobenzene

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

The author of 《ImX-MCM-41 (X = Cl, Br and I): Active catalysts for the solvent free synthesis of phenyl glycidyl carbonate》 were Appaturi, Jimmy Nelson; Adam, Farook. And the article was published in Surfaces and Interfaces in 2019. Computed Properties of C2H4I2 The author mentioned the following in the article:

The ImX-MCM-41 (X = Cl, Br and I) catalysts were synthesized via grafting technique using MCM-41 synthesized by simple sol-gel method. These catalysts were characterized using FT-IR, N2-sorption, 13C CP/MAS NMR, XRD, TEM and SEM/EDS techniques. 13C CP/MAS NMR and FT-IR discovered the effective anchorage of imidazole and 1,2-dihaloethane on the MCM-41. SEM anal. images demonstrated that the catalysts comprise worm-like agglomerated structure which was alike to MCM-41. The catalysts were then used in cycloaddition of carbon dioxide and Ph glycidyl ether under solvent less and co-catalyst free conditions. Among the prepared catalyst, ImBr-MCM-41 showed higher catalytic activity (96.7%) under ambient reaction conditions (100 °C, 20 bar initial CO2 pressure, 300 mg catalyst mass and 3 h). It was found that the use of ImI-MCM-41 and ImCl-MCM-41 resulted in a conversion of 77.3% and 26.4% resp. under the same reaction conditions. These results verified that the synergic effect owing to the strong nucleophilic characteristics of Br- and amine could have promoted the reaction efficiently. The catalyst was reproduced and reused four times without a substantial decrease in performance or product selectivity. A possible site for CO2 activation by ImBr-MCM-41 catalyst has been proposed. In the experiment, the researchers used many compounds, for example, 1,2-Diiodoethane(cas: 624-73-7Computed Properties of C2H4I2)

1,2-Diiodoethane(cas: 624-73-7) 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.Computed Properties of C2H4I2

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