Iodides-buliding-blocks

Inexpensive NaX (X = I, Br, Cl) as a halogen donor in the practical Ag/Cu-mediated decarboxylative halogenation of aryl carboxylic acids under aerobic conditions was written by Fu, Zhengjiang;Jiang, Ligao;Zuo, Qianming;Li, Zhaojie;Liu, Yanzhu;Wei, Zhenhong;Cai, Hu. And the article was included in Organic & Biomolecular Chemistry in 2018.Application In Synthesis of 4-Chloro-2-iodo-1-nitrobenzene This article mentions the following:

A series of aryl halides RX [R = 2-O₂NC₆H₄, 2-NO₂-4-MeOC₆H₃, 3-chlorothiophen-2-yl, etc.; X = Cl, Br, I] was synthesized via Ag/Cu-mediated decarboxylative halogenation of aryl carboxylic acids using sodium halides as halogen donor under aerobic conditions was reported. The halodecarboxylation was shown to be an effective strategy for S-containing heteroaromatic carboxylic acid and benzoic acids with nitro, chloro and methoxyl substituents at the ortho position. A gram-scale reaction and a three-step procedure to synthesize iniparib was performed to evaluate the practicality of this protocol. A preliminary mechanistic investigation indicated that Cu plays a vital role and a radical pathway was involved in the transformation. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1Application In Synthesis of 4-Chloro-2-iodo-1-nitrobenzene).

4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. 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 In Synthesis of 4-Chloro-2-iodo-1-nitrobenzene

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

Photoinduced self-assembly of Pt(II)-linked rings and cages via the photolabilization of a Pt(II)-pyridine bond was written by Yamashita, Ken-ichi;Sato, Kei-ichi;Kawano, Masaki;Fujita, Makoto. And the article was included in New Journal of Chemistry in 2009.Electric Literature of C10H12I2 This article mentions the following:

An inert Pt(II)-pyridine bond is considerably labilized upon UV irradiation On the basis of this phenomenon, kinetically inert Pt(II)-linked coordination rings and cages are formed in high yields from their components by obtaining a kinetically distributed mixture and subsequently equilibrating the mixture into the thermodynamically stable structures upon temporary photolabilization. This method is applicable when the pyridine rings in the ligands are not conjugated with other aromatic rings, in good agreement with DFT calculations that indicate the dependency of the photolability on the π-conjugation of the ligand frameworks. Interruption of π-conjugation either by introducing an methylene linker or by twisting the aromatic rings are effective to accomplish the photoinduced self-assembly. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Electric Literature of C10H12I2).

1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1) 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. 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.Electric Literature of C10H12I2

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

Synthesis, Photophysical Properties, and Biological Profiling of Benzothieno-Fused 7-Deazapurine Ribonucleosides was written by Yang, Chao;Pohl, Radek;Tichy, Michal;Gurska, Sona;Pavlis, Petr;Dzubak, Petr;Hajduch, Marian;Hocek, Michal. And the article was included in Journal of Organic Chemistry in 2020.Product Details of 36748-88-6 This article mentions the following:

Two isomeric series of benzothieno-fused 7-deazapurine (benzo[4′,5′]thieno[3′,2′:4,5]- and benzo[4′,5′]thieno[2′,3′:4,5]pyrrolo[2,3-d]pyrimidine) ribonucleosides were designed and synthesized. Key steps of the synthesis included the Negishi coupling of zincated dichloropyrimidine with 2- or 3-iodobenzothiophene followed by azidation, thermal or photochem. cyclization, glycosylation, and final functionalization at position 6 through cross-couplings or nucleophilic substitutions. Deprotection gave the final nucleosides, some of which showed moderate cytotoxic and antiviral activity. Most of the free nucleosides showed moderate to strong fluorescence with emission maxima of 362-554 nm. 2′-Deoxyribonucleoside and its 5′-O-triphosphate were also prepared from benzothieno-fused 7-deazaadenine derivative, and the triphosphate was a good substrate for KOD XL DNA polymerase in primer extension synthesis of modified DNA which exerted a weak fluorescence which was slightly enhanced in double-stranded DNA as compared to single-stranded oligonucleotides. In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6Product Details of 36748-88-6).

3-Iodobenzo[b]thiophene (cas: 36748-88-6) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. 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.Product Details of 36748-88-6

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

Application of Oppolzer’s sultam in the synthesis of cyclic α-amino acids and β-amino acids was written by Wozniak, D.;Szymanska, A.;Oldziej, S.;Lankiewicz, L.;Grzonka, Z.. And the article was included in Polish Journal of Chemistry in 2006.Product Details of 10297-05-9 This article mentions the following:

In this paper we describe the application of Oppolzer’s sultam as a chiral auxiliary for the synthesis of cyclic α- and β²-amino acids. The key step of the synthesis is stereoselective alkylation of sultam-derived glycine and β-alanine Schiff’s bases leading to diastereometrically pure products. Final compounds are obtained after mild acidic and then basic hydrolyzes of auxiliary groups and can be directly converted into N-tert-butoxycarbonyl- or N-fluorenylmethoxycarbonyl derivatives useful in peptide synthesis. In the case of substrates alkylated with dihaloalkanes spontaneous cyclization occurring during removal of the auxiliary groups yields cyclic α-amino acids (proline homologues) with reasonable yield and stereoselectivity. Theor. data explain the differences in tendency for cyclization between α- and β-amino acids. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Product Details of 10297-05-9).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. 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.Product Details of 10297-05-9

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

Copper-assisted displacement reaction of nonactivated iodoarenes with arenesulfinates. Convenient alternative synthesis of unsymmetrical diaryl sulfones was written by Suzuki, Hitomi;Abe, Hajime. And the article was included in Tetrahedron Letters in 1995.Reference of 3268-21-1 This article mentions the following:

In the presence of CuI in hot DMF, a variety of functionalized iodoarenes ArI (Ar = Ph, 4-MeC₆H₄, C₆Me₅, 4-PhSC₆H₄, etc.) undergo nucleophilic displacement reaction with sodium arenesulfinates Ar’SO₂Na (Ar’ = Ph, 4-MeC₆H₄) to give the corresponding unsym. diaryl sulfones ArSO₂Ar’ in moderate to good yields. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Reference of 3268-21-1).

1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1) 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. 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.Reference of 3268-21-1

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

Mild and efficient iodination of aromatic compounds with pyridine-iodine monochloride complex (PylCl) was written by Muathen, Hussni A.. And the article was included in Journal of Chemical Research, Synopses in 1994.Product Details of 20776-54-9 This article mentions the following:

A wide range of aromatic compounds (e.g., C₆H₆) have been effectively iodinated with a pyridine-iodine monochloride complex (I). Condensed polycyclic iodides, which are not readily obtained via direct iodination, can be prepared indirectly via their corresponding organomercurials in 1 step. Some benzoid and nonbenzoid heterocycles (e.g., indole) are iodinated with I. In the experiment, the researchers used many compounds, for example, 2-Amino-4-iodobenzoic acid (cas: 20776-54-9Product Details of 20776-54-9).

2-Amino-4-iodobenzoic acid (cas: 20776-54-9) 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. 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.Product Details of 20776-54-9

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

Defining the Mechanism of Action and Enzymatic Selectivity of Psammaplin A against Its Epigenetic Targets was written by Baud, Matthias G. J.;Leiser, Thomas;Haus, Patricia;Samlal, Sharon;Wong, Ai Ching;Wood, Robert J.;Petrucci, Vanessa;Gunaratnam, Mekala;Hughes, Siobhan M.;Buluwela, Lakjaya;Turlais, Fabrice;Neidle, Stephen;Meyer-Almes, Franz-Josef;White, Andrew J. P.;Fuchter, Matthew J.. And the article was included in Journal of Medicinal Chemistry in 2012.COA of Formula: C8H7IO2 This article mentions the following:

Psammaplin A (11c) is a marine metabolite previously reported to be a potent inhibitor of two classes of epigenetic enzymes: histone deacetylases and DNA methyltransferases. The design and synthesis of a focused library based on the psammaplin A core has been carried out to probe the mol. features of this mol. responsible for its activity. By direct in vitro assay of the free thiol generated upon reduction of the dimeric psammaplin scaffold, we have unambiguously demonstrated that 11c functions as a natural prodrug, with the reduced form being highly potent against HDAC1 in vitro (IC₅₀ 0.9 nM). Furthermore, we have shown it to have high isoform selectivity, being 360-fold selective for HDAC1 over HDAC6 and more than 1000-fold less potent against HDAC7 and HDAC8. SAR around our focused library revealed a number of features, most notably the oxime functionality to be important to this selectivity. Many of the compounds show significant cytotoxicity in A549, MCF7, and W138 cells, with the SAR of cytotoxicity correlating to HDAC inhibition. Furthermore, compound treatment causes upregulation of histone acetylation but little effect on tubulin acetylation. Finally, we have found no evidence for 11c functioning as a DNMT inhibitor. In the experiment, the researchers used many compounds, for example, 3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6COA of Formula: C8H7IO2).

3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6) 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.COA of Formula: C8H7IO2

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

Transition-metal-free decarboxylative iodination: New routes for decarboxylative oxidative cross-couplings was written by Perry, Gregory J. P.;Quibell, Jacob M.;Panigrahi, Adyasha;Larrosa, Igor. And the article was included in Journal of the American Chemical Society in 2017.Product Details of 36748-88-6 This article mentions the following:

Constructing products of high synthetic value from inexpensive and abundant starting materials is of great importance. Aryl iodides are essential building blocks for the synthesis of functional mols., and efficient methods for their synthesis from chem. feedstocks are highly sought after. Here we report a low-cost decarboxylative iodination that occurs simply from readily available benzoic acids and I₂. The reaction is scalable and the scope and robustness of the reaction is thoroughly examined Mechanistic studies suggest that this reaction does not proceed via a radical mechanism, which is in contrast to classical Hunsdiecker-type decarboxylative halogenations. In addition, DFT studies allow comparisons to be made between our procedure and current transition-metal-catalyzed decarboxylations. The utility of this procedure is demonstrated in its application to oxidative cross-couplings of aromatics via decarboxylative/C-H or double decarboxylative activations that use I₂ as the terminal oxidant. This strategy allows the preparation of biaryls previously inaccessible via decarboxylative methods and holds other advantages over existing decarboxylative oxidative couplings, as stoichiometric transition metals are avoided. In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6Product Details of 36748-88-6).

3-Iodobenzo[b]thiophene (cas: 36748-88-6) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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.Product Details of 36748-88-6

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

A versatile synthesis of long-wavelength-excitable BODIPY dyes from readily modifiable cyclopenta[2,1-b:3,4-b’]dithiophenes was written by Sutter, Alexandra;Ziessel, Raymond. And the article was included in Synlett in 2014.Related Products of 474416-61-0 This article mentions the following:

Knoevenagel condensation of a simple methylated borondipyrromethene (Bodipy) with 4,4′-dihexyl-4H-cyclopenta-[2,1-b:3,4-b’]dithiophenes functionalized at one end by a triphenylamine residue and at the other by a carbaldehyde fragment leads to novel dye species. These bisvinylic derivatives exhibit pronounced absorption in the visible range extending above 850 nm. Addition of other Bodipy units by coupling to a central iodophenyl entity enables filling of the gaps in absorption of the pivotal starting material. Efficient cascade energy transfer between the Bodipys is facilitated by spectral overlap between the energy donor and the energy acceptor. All photons between 350 nm and 750 nm are channeled to the distyryl centers which emit at 864 nm. In the experiment, the researchers used many compounds, for example, Bis(2-iodothiophen-3-yl)methanone (cas: 474416-61-0Related Products of 474416-61-0).

Bis(2-iodothiophen-3-yl)methanone (cas: 474416-61-0) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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.Related Products of 474416-61-0

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

Synthesis, biological evaluation and molecular modeling of a novel series of 7-azaindole based tri-heterocyclic compounds as potent CDK2/Cyclin E inhibitors was written by Baltus, Christine B.;Jorda, Radek;Marot, Christophe;Berka, Karel;Bazgier, Vaclav;Krystof, Vladimir;Prie, Gildas;Viaud-Massuard, Marie-Claude. And the article was included in European Journal of Medicinal Chemistry in 2016.Electric Literature of C7H5IN2 This article mentions the following:

From four mols., inspired by the structural features of fascaplysin, with an interesting potential to inhibit cyclin-dependent kinases (CDKs), we designed a new series of tri-heterocyclic derivatives based on 1H-pyrrolo[2,3-b]pyridine (7-azaindole) and triazole heterocycles. Using a Huisgen type [3 + 2] cycloaddition as the convergent key step, 24 derivatives were synthesized and their biol. activities were evaluated. Comparative mol. field anal. (CoMFA), based on three-dimensional quant. structure-activity relationship (3D-QSAR) studies, was conducted on a series of 30 compounds from the literature with high to low known inhibitory activity towards CDK2/cyclin E and was validated by a test set of 5 compounds giving satisfactory predictive r² value of 0.92. Remarkably, it also gave a good prediction of pIC₅₀ for our tri-heterocyclic series which reinforce the validation of this model for the pIC₅₀ prediction of external set compounds The most promising compound, I, showed a micro-molar range inhibitory activity against CDK2/cyclin E and also an antiproliferative and proapoptotic activity against a panel of cancer cell lines. In the experiment, the researchers used many compounds, for example, 2-Iodo-1H-pyrrolo[2,3-b]pyridine (cas: 1227270-32-7Electric Literature of C7H5IN2).

2-Iodo-1H-pyrrolo[2,3-b]pyridine (cas: 1227270-32-7) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. 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.Electric Literature of C7H5IN2

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