Author: Jessica.F

In 2022,Pan, Pan; Liu, Shihan; Lan, Yu; Zeng, Huiying; Li, Chao-Jun published an article in Chemical Science. The title of the article was 《Visible-light-induced cross-coupling of aryl iodides with hydrazones via an EDA-complex》.Electric Literature of C6H4ClI The author mentioned the following in the article:

A visible-light-induced, transition-metal and photosensitizer-free cross-coupling of aryl iodides RI (R = Ph, naphthalen-1-yl, thiophen-3-yl, 4-phenylmorpholine, etc.) with hydrazones R1CH=NNH2 (R1 = Ph, naphthalen-1-yl, pyridin-2-yl, 2H-1,3-benzodioxol-5-yl, etc.) was developed. In this strategy, hydrazones were used as alternatives to organometallic reagents, in the absence of a transition metal or an external photosensitizer, making this cross-coupling mild and green. The protocol was compatible with a variety of functionalities, including Me, methoxy, trifluoromethyl, halogen, and heteroaromatic rings. Mechanistic investigations showed that the association of the hydrazone anion with aryl halides formed an electron donor-acceptor complex, which when excited with visible light generated an aryl radical via single-electron transfer. In the experiment, the researchers used many compounds, for example, 1-Chloro-3-iodobenzene(cas: 625-99-0Electric Literature of C6H4ClI)

1-Chloro-3-iodobenzene(cas: 625-99-0) 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. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine.Electric Literature of C6H4ClI

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

In 2022,Grzanka, Marlena; Smolen, Sylwester; Skoczylas, Lukasz; Grzanka, Dominik published an article in Molecules. The title of the article was 《Synthesis of Organic Iodine Compounds in Sweetcorn under the Influence of Exogenous Foliar Application of Iodine and Vanadium》.Safety of 2-Iodobenzoic acid The author mentioned the following in the article:

A human′s diet should be diverse and rich in vitamins, macro- and microelements essential for the proper functioning of the human body. Globally, a high percentage of the human population suffers from malnutrition, deficiencies of nutrients and vitamins also known as the problem of hidden hunger. This problem it is not only common in poor countries, but also occurs in developed countries. Iodine is a nutrient crucial for the proper functioning of the human and animal body. For plants, it is referred to as a beneficial element or even a microelement. The design of the biofortification experiment was determined on the basis of the interaction of iodine and vanadium (synergistic interaction in marine algae), where vanadium-dependent iodoperoxidase catalyzes apoplastic oxidation of iodine, resulting in high efficiency of iodine uptake and accumulation in brown algae (Laminaria digitate). Three independent experiments (Exp.) were carried out with the foliar application of vanadium (V) and iodine (I) compounds The main differences between the experiments with the adapted proper corn biofortification method were the different application stage between the individual experiments, the application intervals and the dose of the iodine-vanadium compound In each experiment, the accumulation of iodine and vanadium in the grain was several times lower than in the leaves. The combination iodine and vanadium significantly increased the accumulation of iodine in the grain in the case of applying V with inorganic iodine compounds, and a decrease in the accumulation of I after applying V with organic iodine compound -especially in Exp. Number 3. In grain, the highest content of I-, IO3- was in combination with the application of 2-iodobenzoic acid (products of its metabolism). In most of the tested combinations, vanadium stimulated the accumulation/synthesis of exogenous/endogenous 5-iodosalicylic acid (5ISA) and 2-iodobenzoic acid (2IBeA), resp., and decreased the content of 2,3,5-triiodobenzoic acid (2,3,5-triIBeA) in leaves and grains. The tested compounds I and V and the combinations of their application had a diversified effect on the vitamin C content in the grains. Vanadium in the lower dose of 0.1 μM significantly increased the sugar content in the grain. In the experiment, the researchers used 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

Quality Control of Trimethylsulfoxonium iodideIn 2020 ,《Ru(II)-catalyzed C6-selective C-H acylmethylation of pyridones using sulfoxonium ylides as carbene precursors》 appeared in RSC Advances. The author of the article were Fu, Yangjie; Wang, Zhaohui; Zhang, Qiyu; Li, Zhiyu; Liu, Hong; Bi, Xiaoling; Wang, Jiang. The article conveys some information:

A method was described using sulfoxonium ylides as carbene precursors to achieve C6-selective acylmethylation of pyridones catalyzed by a ruthenium(II) complex. This approach featured mild reaction conditions, moderate to excellent yields, high step economy and had excellent functional group tolerance with good site selectivity. Besides, gram-scale preparation, synthetic utility and mechanistic studies were conducted. It offered a direct and efficient way to synthesize pyridone derivatives After reading the article, we found that the author used Trimethylsulfoxonium iodide(cas: 1774-47-6Quality Control of Trimethylsulfoxonium iodide)

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. Further, it reacts with alfa,beta-unsaturated esters to get cyclopropyl esters.Quality Control of Trimethylsulfoxonium iodide

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

Reference of 1-Bromo-4-iodobenzeneIn 2021 ,《Visible-light-driven radical 1,3-addition of selenosulfonates to vinyldiazo compounds》 was published in Green Chemistry. The article was written by Li, Weiyu; Zhou, Lei. The article contains the following contents:

Herein, the authors report a visible light-driven radical 1,3-selenosulfonylation of vinyldiazo compounds with selenosulfonates, providing various γ-seleno allylic sulfones in good yields. This photochem. reaction was carried out at room temperature in an open flask using Et acetate as the solvent without any photocatalysts or additives. The control experiments corroborated that the 1,3-addition proceeded via a radical-chain propagation process. The synthetic applications of the resulting products were demonstrated by deselenization, reduction, bromination and allylation. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-iodobenzene(cas: 589-87-7Reference of 1-Bromo-4-iodobenzene)

1-Bromo-4-iodobenzene(cas: 589-87-7) is mainly used as the OLED pharmaceutical intermediate, as reagent for in situ desilylation and coupling of silylated alkynes, as substrate in copper-free Sonogashira coupling in aqueous acetone..Reference of 1-Bromo-4-iodobenzene It is also used in synthesis of β,β,dibromostyrenes, as starting reagent in the total syntheses of ent-conduramine A and ent-7-deoxypancratistatin (alkaloids)

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

Formula: C7H5IO2In 2022 ,《Transformation of Thioacids into Carboxylic Acids via a Visible-Light-Promoted Atomic Substitution Process》 was published in Organic Letters. The article was written by Wang, Rui; Xie, Kai-jun; Fu, Qiang; Wu, Min; Pan, Gao-feng; Lou, Da-wei; Liang, Fu-Shun. The article contains the following contents:

A visible-light-promoted at. substitution reaction for transforming thiocacids into carboxylic acids with DMSO as the oxygen source was developed, affording various alkyl and aryl carboxylic acids in over 90% yields. The at. substitution process proceeded smoothly through a photochem. reactivity of the formed hydrogen bonding adduct between thioacids and DMSO. DMSO-involved proton-coupled electron transfer (PCET), and simultaneously generating thiyl and hydroxyl radicals were proposed to be key species for realizing the transformation.4-Iodobenzoic acid(cas: 619-58-9Formula: C7H5IO2) was used in this study.

4-Iodobenzoic acid(cas: 619-58-9) 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. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Formula: C7H5IO2

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

Application of 15854-87-2In 2022 ,《Bromide as the Directing Group for β-Arylation of Thiophenes》 was published in Synthesis. The article was written by Wang, Cai-Xia; Sheng, Fei-Fei; Liu, Kai-Hui; Gu, Jian-Guo; Shen, Kang; Sun, Zheng-Yi; Hong, Kunlun; Zhang, Hong-Hai. The article contains the following contents:

Direct β-arylation of thiophene derivatives with bromide as directing group was disclosed. The reaction was conducted with PdCl 2/( p-tolyl) 3P as catalyst, silver carbonate as additive and aryl iodide as coupling partner, affording brominated biaryl compounds as product. Control experiments indicated that the presence of bromide group enhances the reactivity of the C-H bond, enabling β-arylation. Furthermore, the C-Br bond was easily converted into many useful functional groups through a wide range of methodologies. The mechanistic study suggested that silver salt plays a key role in the C-H bond-activation step. The results came from multiple reactions, including the reaction of 4-Iodopyridine(cas: 15854-87-2Application of 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.Application of 15854-87-2

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

《N -Acylbenzotriazoles as Proficient Substrates for an Easy Access to Ureas, Acylureas, Carbamates, and Thiocarbamates via Curtius Rearrangement Using Diphenylphosphoryl Azide (DPPA) as Azide Donor》 was written by Yadav, Mangal S.; Singh, Sumt K.; Agrahari, Anand K.; Singh, Anoop S.; Tiwari, Vinod K.. Related Products of 88-67-5This research focused onurea or acylurea preparation; acylbenzotriazole amine or amide Curtius rearrangement DPPA; carbamate or thiocarbamate preparation; phenol or thiol acylbenzotriazole Curtius rearrangement DPPA. The article conveys some information:

A diverse range of ureas RNHC(O)NHC(O)R1 [R = Ph, 2-IC6H4, 3-BrC6H4, etc.; R1 = Ph, 2-IC6H4], N-acylureas R1NHC(O)NHR2 [R1 = Ph, 3-BrC6H4, 2-MeOC6H4, etc; R2 = Ph, 2-BrC6H4, 2-IC6H4], carbamates and thiocarbamates R1NHC(O)R2 [R1 = Ph, 3,5-di-MeC6H3, 3-MeC6H4; R2 = OPh, SPh, S(2-MeC6H4), etc.] was synthesized in good to excellent yields by reacting N-acylbenzotriazoles individually with amines/amides/phenols/thiols in the presence of diphenylphosphoryl azide (DPPA) as a suitable azide donor in anhydrous toluene at 110°C for 3-4 h. In this route, DPPA was found to be a good alternative to trimethylsilyl azide and sodium azide for the azide donor in Curtius degradation The high reaction yields, one-pot and metal-free conditions, straightforward nature, easy handling, use of readily available reagents and in many cases avoidance of column chromatog. were the notable features of the devised protocol. The results came from multiple reactions, including the reaction of 2-Iodobenzoic acid(cas: 88-67-5Related Products of 88-67-5)

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.Related Products of 88-67-5Iodo 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

《Synthesis of tetra(BINOL) substituted spirobifluorenes》 was published in Synthesis in 2002. These research results belong to Lutzen, Arne; Thiemann, Frank; Meyer, Sven. Name: (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene The article mentions the following:

A series of tetra(BINOL) substituted spiro-bifluorenes was prepared via four-fold Sonogashira cross-coupling reaction from 2,2′,7,7′-tetraiodospirobifluorene and 2,2′-bis(methoxymethoxy)-3-ethynyl-1,1′-binaphthyl or 2,2′-bis(methoxymethoxy)-3-ethynyl-3′-[(trimethylsilyl)ethynyl]-1,1′-binaphthyl. The conventional Sonogashira catalyst system did not provide good yields; a catalyst system of tris(dibenzylideneacetone) dipalladium(0) [Pd2(dba)3].CHCl3, CuI, trimesitylphosphine [PMes3], and tetrabutylammonium iodide [n-Bu4NI] was used with excellent results. Whereas the deprotection of the readily available methoxymethyl ether protected precursors proved to be difficult in the case of the sterically shielded spirobifluorenes, the not-further substituted tetra(BINOL) could be obtained in good yield after acidic hydrolysis. This chiral spirobifluorene closely reassembles the structure of copper(I) or silver(I) complexes of a bis(BINOL) substituted 2,2-bipyridine and can also form two clefts with the BINOL groups oriented in a fashion potentially useful for the co-operative mol. recognition of chiral substrates. In the experimental materials used by the author, we found (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3Name: (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene)

(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) 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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Name: (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene

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

The author of 《The synthesis and some reactions of 3-(2-aminophenyl)-2-iminothiazolidines. Ring closure of N-(2-thiocyanatoethyl)-o-phenylenediamines: thiazolidine vs. 3,1,6-benzothiadiazocine formation》 were Hornyak, G.; Bertha, F.; Zauer, K.; Lempert, K.; Feller, A.; Pjeczka, E.. And the article was published in Tetrahedron in 1990. Electric Literature of C6H3ClINO2 The author mentioned the following in the article:

When treated with strong acids, the N-(2-thiocyanatoethyl)-o-phenylenediamines (I, R1 = H, Me; R2 = H, Et; R3, R5, R6 = H, Cl; R4 = H, Cl, F3C, MeO2C, Br, I, F, MeO) are cyclized exclusively to 3-(2-aminophenyl)-2-iminothiazolidines (II, X = Cl, EtSO3). Some II are highly active antidepressants of low toxicity. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodo-2-nitrobenzene(cas: 41252-95-3Electric Literature of C6H3ClINO2)

1-Chloro-4-iodo-2-nitrobenzene(cas: 41252-95-3) belongs to organic iodides. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source of iodine.Electric Literature of C6H3ClINO2 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.

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

In 2015,Hahn, Lena; Wadepohl, Hubert; Gade, Lutz H. published 《Tetralithiated Tetraazaperopyrene as a Key Intermediate for the Synthesis of Functionalized Derivatives》.Organic Letters published the findings.SDS of cas: 624-73-7 The information in the text is summarized as follows:

A new synthetic approach to core-functionalized tetraazaperopyrenes (TAPP) is reported. In-situ reaction of 4-fold lithiated TAPP with electrophiles results in the formation of various unprecedented TAPP derivatives, which are highly emissive fluorophores, show promising photophys. and electrochem. properties and act as valuable starting materials [e.g., I (formed in situ from tetrabromo precursor) + ClPPh2 → II (46%)]. Thus, lithiation of the TAPP core opens up a facile way for developing new organic materials. In the experiment, the researchers used many compounds, for example, 1,2-Diiodoethane(cas: 624-73-7SDS of cas: 624-73-7)

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.SDS of cas: 624-73-7

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