Author: Jessica.F

7-halogenated 7-deazapurine 2′-deoxyribonucleosides related to 2′-deoxyadenosine, 2′-deoxyxanthosine, and 2′-deoxyisoguanosine: syntheses and properties was written by Seela, Frank;Xu, Kuiying. And the article was included in Helvetica Chimica Acta in 2008.Related Products of 1012785-51-1 This article mentions the following:

A series of 7-fluorinated 7-deazapurine 2′-deoxyribonucleosides related to 2′-deoxyadenosine, 2′-deoxyxanthosine, and 2′-deoxyisoguanosine as well as intermediates, e.g. I, were synthesized. The 7-fluoro substituent was introduced in 2,6-dichloro-7-deaza-9H-purine with Selectfluor. Apart from 2,6-dichloro-7-fluoro-7-deaza-9H-purine, the 7-chloro compound was formed and used for the glycosylation reaction; the separation of the 7-fluoro from the 7-chloro compound was performed on the level of the unprotected nucleosides. Other halogen substituents were introduced with N-halogenosuccinimides. The 2′-deoxyisoguanosine derivative I was prepared from 2-chloro-7-fluoro-7-deaza-2′-deoxyadenosine via a photochem. induced nucleophilic displacement reaction. The pK_a values of the halogenated nucleosides were determined ¹³C-NMR chem.-shift dependencies of C(7), C(5), and C(8) were related to the electronegativity of the 7-halogen substituents. In aqueous solution, 7-halogenated 2′-deoxyribonucleosides show an approx. 70% S population. In the experiment, the researchers used many compounds, for example, 2,4-Dichloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (cas: 1012785-51-1Related Products of 1012785-51-1).

2,4-Dichloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (cas: 1012785-51-1) belongs to iodide derivatives. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Related Products of 1012785-51-1

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

Enantioselective Copper-Catalyzed Formal [2+1] and [4+1] Annulations of Diynes with Ketones via Carbonyl Ylides was written by Qi, Lin-Jun;Li, Cui-Ting;Huang, Zheng-Qi;Jiang, Jia-Tian;Zhu, Xin-Qi;Lu, Xin;Ye, Long-Wu. And the article was included in Angewandte Chemie, International Edition in 2022.Synthetic Route of C8H9IO2 This article mentions the following:

Carbonyl ylides have proven to be powerful synthons for the efficient construction of various valuable O-heterocycles, and the formation of carbonyl ylides by the reaction of metal carbenes with carbonyls has attracted increasing attention over the past decades. However, a catalyst-controlled highly enantioselective reaction of carbonyl ylides from metal carbenes is extremely challenging. Herein, a novel copper-catalyzed asym. formal [2+1] and [4+1] annulations of diynes with ketones via carbonyl ylides is reported. Importantly, this protocol not only represents the first example of successful asym. epoxidation via carbonyl ylides, but also constitutes the first reaction of vinyl cations with carbonyl compounds This method leads to the divergent, practical and atom-economical synthesis of a range of chiral oxiranes and dihydrofurans in moderate to excellent yields with generally excellent enantioselectivities and diastereoselectivities via remote-stereocontrol strategy. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Synthetic Route of C8H9IO2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Synthetic Route of C8H9IO2

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

Stereocontrolled synthesis of unnatural cyclic dipeptides containing an L-valine unit was written by Balducci, Daniele;Grandi, Alessandro;Porzi, Gianni;Sandri, Sergio. And the article was included in Tetrahedron: Asymmetry in 2005.Safety of 1-Chloro-4-iodobutane This article mentions the following:

Stereoselective synthesis of unusual nonproteinogenic dipeptides I (Y = C:CH₂, R¹ = CO₂Et, R² = H; Y = C:CH₂, R¹ = Me, R² = CO₂Et; Y = CH₂CH₂, R¹ = CO₂Et, R² = H; Y = CH₂CH₂, R¹ = Me, R² = CO₂H; H Y = o-C₆H₄, R¹ = Me, R² = CO₂H), containing an L-valine unit and a cyclic unnatural α-amino acid, has been accomplished starting from the L-valine derived chiral synthon II via alkylation with dihalo derivatives as a key step. The absolute configurations of the new stereocentres were assigned on the basis of ¹H NMR spectra. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Safety of 1-Chloro-4-iodobutane).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Safety of 1-Chloro-4-iodobutane

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

Discovery of Potent Irreversible Pan-Fibroblast Growth Factor Receptor (FGFR) Inhibitors was written by Wang, Yuming;Li, Lijun;Fan, Jun;Dai, Yang;Jiang, Alan;Geng, Meiyu;Ai, Jing;Duan, Wenhu. And the article was included in Journal of Medicinal Chemistry in 2018.Safety of 2,4-Dichloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine This article mentions the following:

Fibroblast growth factor receptors (FGFR1-4) are promising therapeutic targets in many cancers. With the resurgence of interest in irreversible inhibitors, efforts have been directed to the discovery of irreversible FGFR inhibitors. Currently, several selective irreversible inhibitors are being evaluated in clin. trials that could covalently target a conserved cysteine in the P-loop of FGFR. In this article, the authors used a structure-guided approach that is rationalized by a computer-aided simulation to discover the novel and irreversible pan-FGFR inhibitor, 9g ((S)-1-(3-(4-amino-5-(7-methoxy-5-methylbenzo[b]thien-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)pyrrolidin-1-yl)prop-2-en-1-one), which provided superior FGFR in vitro activities and decent selectivity over VEGFR2 (vascular endothelia growth factor receptor 2). In in vivo studies, 9g displayed clear antitumor activities in NCI-H1581 and SNU-16 xenograft mice models. Addnl., the diluting method confirmed the irreversible binding of 9g to FGFR. In the experiment, the researchers used many compounds, for example, 2,4-Dichloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (cas: 1012785-51-1Safety of 2,4-Dichloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine).

2,4-Dichloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (cas: 1012785-51-1) belongs to iodide derivatives. Organic iodides are organic compounds containing a carbon-iodine (C-I) bond. 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.Safety of 2,4-Dichloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

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

Synthesis of 1,2-Bis(trifluoromethylthio)arenes via Aryne Intermediates was written by Mesgar, Milad;Daugulis, Olafs. And the article was included in Organic Letters in 2017.Quality Control of 4-Iodo-1,2-dimethoxybenzene This article mentions the following:

A general method for synthesis of 1,2-bis-trifluoromethylthioarenes has been developed. Arynes generated from silylaryl triflates or halides react with bis(trifluoromethyl)disulfide to afford 1,2-bis-trifluoromethylthioarenes. Aryl, alkyl, ester, halide, and methoxy functionalities are compatible with reaction conditions. Use of bis(perfluoroaryl)disulfides gave moderate yields of aryne disulfenylation or cyclization to fluorinated dibenzothiophenes. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Quality Control of 4-Iodo-1,2-dimethoxybenzene).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. Organic iodides are widely used in organic synthesis. Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Quality Control of 4-Iodo-1,2-dimethoxybenzene

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

Convenient access to bis-indole alkaloids. Application to the synthesis of topsentins was written by Mal, Sajal K.;Bohe, Luis;Achab, Said. And the article was included in Tetrahedron in 2008.Safety of 4,5-Diiodo-1H-imidazole This article mentions the following:

Topsentins and related bis-indole alkaloids, e.g. I, may be efficiently synthesized through an addition/oxidation sequence leading to 2-(3-indolylcarbonyl)-imidazole derivatives followed by a Pd-catalyzed heteroarylation with the appropriate 3-stannylindoles. In the experiment, the researchers used many compounds, for example, 4,5-Diiodo-1H-imidazole (cas: 15813-09-9Safety of 4,5-Diiodo-1H-imidazole).

4,5-Diiodo-1H-imidazole (cas: 15813-09-9) belongs to iodide derivatives. Organic iodides are widely used in organic synthesis. Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution. 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 4,5-Diiodo-1H-imidazole

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

Synthesis of potent and selective HDAC6 inhibitors led to unexpected opening of a quinazoline ring was written by Moi, Davide;Citarella, Andrea;Bonanni, Davide;Pinzi, Luca;Passarella, Daniele;Silvani, Alessandra;Giannini, Clelia;Rastelli, Giulio. And the article was included in RSC Advances in 2022.Category: iodides-buliding-blocks This article mentions the following:

Histone deacetylase (HDAC) inhibitors are highly involved in the regulation of many pharmacol. responses, which results in anti-inflammatory and anti-cancer effects. In the present work, chemoinformatic analyses were performed to obtain two potent and selective aminotriazoloquinazoline-based HDAC6 inhibitors. We unexpectedly obtained an aminotriazole from a water-driven ring opening of the triazoloquinazoline scaffold. Both compounds were evaluated as HDAC6 inhibitors, resulting in subnanomolar inhibitory activity and high selectivity with respect to class I HDAC1 and HDAC8. Importantly, the compounds were about 3- and 15-fold more potent compared to the reference compound trichostatin A. Addnl., the predicted binding modes were investigated with docking. Considering that the aminotriazole scaffold has never been embedded into the chem. structure of HDAC6 inhibitors, the present study suggests that both the aminotriazoloquinazoline and aminotriazole classes of compounds could be excellent starting points for further optimization of potential anticancer compounds, introducing such novel groups into a relevant and new area of investigation. In the experiment, the researchers used many compounds, for example, 2-Amino-4-iodobenzoic acid (cas: 20776-54-9Category: iodides-buliding-blocks).

2-Amino-4-iodobenzoic acid (cas: 20776-54-9) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Category: iodides-buliding-blocks

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

Synthesis of optically active homotryptophan and its oxygen and sulfur analogues was written by Goswami, Koushik;Paul, Sibasish;Bugde, Sandesh T.;Sinha, Surajit. And the article was included in Tetrahedron in 2012.Related Products of 36748-88-6 This article mentions the following:

L-Homotryptophan and its sulfur analog have been synthesized by Sonogashira coupling between 3-iodoheteroarenes and ethynyloxazolidine followed by reduction of triple bond and oxidation of alc. to acid. L-Homotryptophan and its oxygen analog have been synthesized from silylated internal alkyne using Larock’s heteroannulation as the key reaction. The alkynyloxazolidines were synthesized from L-serine and L-glutamic acid, resp. In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6Related Products of 36748-88-6).

3-Iodobenzo[b]thiophene (cas: 36748-88-6) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. A typical method for synthesis of aromatic iodides is diazotization of primary aromatic amines followed by treatment of potassium iodide. Aliphatic alcohols are converted to alkyl iodides by treating with hydrogen iodide.Related Products of 36748-88-6

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

2-Dimensional molecular wiring based on toroidal delocalization of hexaarylbenzene was written by Tanaka, Yuya;Koike, Takashi;Akita, Munetaka. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2010.COA of Formula: C10H12I2 This article mentions the following:

A series of tetraphenylbenzenes having two peripheral thienyliron substituents, and their non-arylated models, I [M = (dppe)Fe(η⁵-C₅H₅); 1, R¹ = Ph, R² = H; 2, R¹ = Ph, R² = Me; 3, R¹ = R² = H] and II [M = (dppe)Fe(η⁵-C₅H₅); 4, R³ = Ph; 5, R³ = Me] has been prepared; the electron communication of the metal centers through toroidal delocalization among the peripheral aromatic groups is evidenced by electrochem. and near-IR data. Crystal structures of 1, 2 and 5 are reported. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1COA of Formula: C10H12I2).

1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. Organoiodine lubricants can be used with titanium, stainless steels, and other metals which tend to seize up with conventional lubricants: organoiodine lubricants can be used in turbines and spacecraft, and as a cutting oil in machining.COA of Formula: C10H12I2

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

Thermal [2 + 2]-cycloaddition between silylalkynes and allenylphenols followed by the nucleophilic addition of water: metal-free and economical synthesis of arylcyclobutenals was written by Ohno, Shohei;Avena, Ramon Francisco;Aoyama, Hiroshi;Fujioka, Hiromichi;Arisawa, Mitsuhiro. And the article was included in Green Chemistry in 2020.Application In Synthesis of 4-Bromo-2-iodophenol This article mentions the following:

Herein, authors report an unprecedented thermal [2 + 2]-cycloaddition between silylalkynes and allenylphenols to form an aromatizing cyclobutachromene intermediate, followed by the nucleophilic addition of water to yield functionalized arylcyclobutenals. This reaction is atom- and pot-economical because all the atoms contained in the starting material are retained in the final product, no other reactants are required, and it proceeds in one-pot. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Application In Synthesis of 4-Bromo-2-iodophenol).

4-Bromo-2-iodophenol (cas: 207115-22-8) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Application In Synthesis of 4-Bromo-2-iodophenol

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