Category: iodides-buliding-blocks

Synthesis and anticancer activities of 5,6,7-trimethoxy-N-phenyl(ethyl)-4-aminoquinazoline derivatives was written by Zhang, Ying;Jin, Linhong;Xiang, Hongmei;Wu, Jian;Wang, Peiyi;Hu, Deyu;Xue, Wei;Yang, Song. And the article was included in European Journal of Medicinal Chemistry in 2013.Formula: C7H6INO2 This article mentions the following:

A series of 5,6,7-trimethoxy-N-phenyl(ethyl)-4-aminoquinazoline compounds was prepared by microwave irradiation and conventional heating methods. Three of these compounds, e.g. I, strongly inhibited extracellular regulated kinase1/2 (ERK1/2) phosphorylation induced by epidermal growth factor (EGF) at 1.28 μM in PC3 cells. 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay showed that all compounds had certain anticancer activities, and the IC₅₀ values of I were 6.2 ± 0.9, 3.2 ± 0.1, and 3.1 ± 0.1 μM against PC3, BGC823, and Bcap37 cells, resp. Acridine orange/ethidium bromide staining, Hoechst 33258 staining, DNA ladder, and flow cytometry analyses revealed that I induced cell apoptosis in PC3 cells, with apoptosis ratios of 11.6% at 1 μM and 31.8% at 10 μM after 72 h. In the experiment, the researchers used many compounds, for example, 2-Amino-4-iodobenzoic acid (cas: 20776-54-9Formula: C7H6INO2).

2-Amino-4-iodobenzoic acid (cas: 20776-54-9) 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.Formula: C7H6INO2

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

Iridium-Catalyzed Intramolecular Cycloisomerization between Functionalized Alkyne with Aryl Vinyl Ether: Synthesis of 2-Vinyl-3-functionalized Methylbenzofurans was written by Qiu, Jiawei;Ohno, Shohei;Matsuzaki, Tsuyoshi;Suzuki, Takeyuki;Murai, Kenichi;Arisawa, Mitsuhiro. And the article was included in Journal of Organic Chemistry in 2020.Synthetic Route of C6H4BrIO This article mentions the following:

A cycloisomerization between an aryl vinyl ether and a functionalized alkyne, such as silylalkyne, to give 2,3-disubstituted benzofuran derivatives using [IrCl(cod)]₂, PCy₃, and NaBAr^F₄ has been developed. This catalyst system not only catalyzes the above cycloisomerization but also isomerize a terminal olefin to give an aryl vinyl ether. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Synthetic Route of C6H4BrIO).

4-Bromo-2-iodophenol (cas: 207115-22-8) 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. 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.Synthetic Route of C6H4BrIO

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

Potassium 4-Iodylbenzenesulfonate: Preparation, Structure, and Application as a Reagent for Oxidative Iodination of Arenes was written by Yusubov, Mekhman S.;Yusubova, Roza Y.;Nemykin, Victor N.;Maskaev, Andrey V.;Geraskina, Margarita R.;Kirschning, Andreas;Zhdankin, Viktor V.. And the article was included in European Journal of Organic Chemistry in 2012.Category: iodides-buliding-blocks This article mentions the following:

A new hypervalent iodine(V) compound, potassium 4-iodylbenzenesulfonate, was prepared by the oxidation of 4-iodobenzensulfonic acid with Oxone in water. This potassium salt can be further converted into 4-iodylbenzenesulfonic acid by treatment with the acidic form of Amberlyst 15 in water. A single-crystal X-ray structure of potassium 4-iodylbenzenesulfonate revealed the presence of polymeric chains in the solid state due to a combination of numerous intra- and intermol. interactions. Potassium 4-iodylbenzenesulfonate will likely find many practical applications as a thermally stable and water-soluble hypervalent iodine-based oxidant, particularly useful as a reagent for oxidative iodination of aromatic substrates. This reagent can be effectively recovered from the reaction mixture (92 % recovery) by treatment of the aqueous layer with Oxone at 60°C for 2 h, followed by filtration of the precipitate In the experiment, the researchers used many compounds, for example, 3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6Category: iodides-buliding-blocks).

3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. 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.Category: iodides-buliding-blocks

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

Domino Reactions Containing Different Types of Heck Reactions for Selective 3,3- and 1,3-Diarylations of Propenol with Aryl Halides by Triple Catalysis was written by Zhu, Zhi-Qiang;He, Jian-Shi;Wang, Hai-Jun;Huang, Zhi-Zhen. And the article was included in Journal of Organic Chemistry in 2015.Category: iodides-buliding-blocks This article mentions the following:

A new domino Heck-isomerization/Saegusa/Heck reaction of propenol with aryl iodides has been developed for the synthesis of 3,3-diaryl propenals by triple transition-metal catalysis. Moreover, we also developed the domino Heck-isomerization/Heck-type reaction of propenol with aryl iodides for the synthesis of 1,3-diaryl propanones by double transition-metal catalysis and the mediation of secondary amine or triple transition metal catalysis and aminocatalysis. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Category: iodides-buliding-blocks).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. Polyiodoorganic compounds are sometimes employed as X-ray contrast agents, in fluoroscopy, a type of medical imaging. This application exploits the X-ray absorbing ability of the heavy iodine nucleus.Category: iodides-buliding-blocks

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

Palladium and visible-light mediated carbonylative Suzuki-Miyaura coupling of unactivated alkyl halides and aryl boronic acids was written by Roslin, Sara;Odell, Luke R.. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2017.Reference of 10297-05-9 This article mentions the following:

Herein, a simple and efficient method for the palladium-catalyzed carbonylation of aryl boronic acids with unactivated alkyl iodides and bromides under visible-light irradiation, ambient temperature and low CO-pressure is presented. Notably, the procedure uses readily available equipment and an inexpensive palladium catalyst to generate the key alkyl radical intermediate. These mild conditions enabled the synthesis of a range of functionalized aryl alkyl ketones including the antipsychotic drug, melperone. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Reference of 10297-05-9).

1-Chloro-4-iodobutane (cas: 10297-05-9) 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. 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 10297-05-9

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

Facile synthesis of 2-iodo-spiro[indene-1,1′-isobenzofuran]-3′-ones via iodine-promoted cascade cyclization was written by Zhu, Hai-Tao;Dong, Xue;Wang, Li-Jing;Zhong, Mei-Jin;Liu, Xue-Yuan;Liang, Yong-Min. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2012.Application of 13420-63-8 This article mentions the following:

Iodospiroindeneisobenzofuranones such as I (R = I) were prepared in 49-99% yields by regioselective iodine-mediated cascade cyclization of diarylhydroxypropynylbenzoates such as II (R¹ = Me, Et, Me₂CH, Me₃C, PhCH₂) in 1,2-dichloroethane at ambient temperature Diarylhydroxypropynylbenzoates with different aryl groups on the propynyl alc. moiety gave the corresponding iodospiroindeneisobenzofuranones with some regioselectivity. I (R = I) underwent Sonogashira, Suzuki, and Heck reactions with phenylacetylene, styrene, and 4-methoxyphenylboronic acid to give I (R = PhCC), I [R = (E)-PhCH:CH], and I (R = 4-MeOC₆H₄) in 74%, 86%, and 99% yields, resp. The structures of I and of an isopropenyliodoisobenzopyranone formed from iodocyclization of a methylhydroxybutynylbenzoate were determined by X-ray crystallog. In the experiment, the researchers used many compounds, for example, 2-Chloro-6-iodobenzoic acid (cas: 13420-63-8Application of 13420-63-8).

2-Chloro-6-iodobenzoic acid (cas: 13420-63-8) 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.Application of 13420-63-8

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

One-pot synthesis of 6H-benzo[b]benzo[4,5]imidazo[1,2-d][1,4]oxazines via a copper-catalyzed process was written by Huang, Aiping;Liu, Huanhuan;Ma, Chen. And the article was included in RSC Advances in 2013.Recommanded Product: 207115-22-8 This article mentions the following:

A convenient and efficient copper-catalyzed one-pot process for the construction of 6H-benzo[b]benzo[4,5]imidazo[1,2-d][1,4]oxazines through reactions of 2-halophenols with 2-(chloromethyl)-1H-benzo[d]imidazoles under mild conditions is described. The reactions afforded a variety of products in good to excellent yields. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Recommanded Product: 207115-22-8).

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.Recommanded Product: 207115-22-8

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

Iodothiophenes and Related Compounds as Coupling Partners in Copper-Mediated N-Arylation of Anilines was written by Bouarfa, Salima;Bentabed-Ababsa, Ghenia;Erb, William;Picot, Laurent;Thiery, Valerie;Roisnel, Thierry;Dorcet, Vincent;Mongin, Florence. And the article was included in Synthesis in 2021.Synthetic Route of C8H5IS This article mentions the following:

N-Arylation of various 2-acylated anilines 2-NH₂-5-R-C₆H₃C(O)R¹ (R = H, Cl; R¹ = H, Me, Ph) with different electron-rich heteroaryl iodides R²I (R² = thiophen-2-yl, 1-benzothiophen-3-yl, furan-2-yl, etc.) was achieved by using activated copper and potassium carbonate in di-Bu ether at reflux. The reactivity of the different heteroaryl iodides and anilines employed was discussed and rationalized on the basis of their electronic features. Subsequent cyclization by aromatic electrophilic substitution easily took place in the case of C2-free (benzo)thienyl I (X = O, S) or C3-free (benzo)furyl derivatives, II affording original tri- and tetracycles. The antiproliferative activity of most of them was evaluated in A2058 melanoma cells and revealed four chlorinated tetracycles as effective growth inhibitors. In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6Synthetic Route of C8H5IS).

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.Synthetic Route of C8H5IS

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

Microwave-assisted efficient synthesis of 2-arylbenzo[b]furans and 2-ferrocenylbenzo[b]furans from readily prepared propargylic alcohols and o-iodophenols was written by Wu, Liansheng;Shi, Xiaokang;Xu, Xiaoyun;Liang, Fen;Huang, Guosheng. And the article was included in Journal of Chemical Sciences (Bangalore, India) in 2011.Computed Properties of C6H4BrIO This article mentions the following:

A simple, efficient, and expeditious method for the synthesis of 2-aryl- and 2-ferrocenylbenzofurans from readily prepared propargylic alcs. and 2-iodophenols using SiO₂ and PdCl₂(PPh₃)₂ (2 mol%)/CuI (2 mol%) catalyst by microwave-promoted Sonogashira coupling/cyclization was developed. The methodol. gives good to excellent yields. In addition, this method can also be completed in one-pot with PhI, 2-methyl-3-butyn-2-ol, and 2-iodo-4-methylphenol as reactants. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Computed Properties of C6H4BrIO).

4-Bromo-2-iodophenol (cas: 207115-22-8) 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.Computed Properties of C6H4BrIO

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

Pd-Catalyzed C-H Annulation of Five-Membered Heteroaryl Halides with Norbornene Derivatives was written by Padhi, Birakishore;Kang, Geunhee;Kim, Eunmin;Ha, Jeongmin;Kim, Hyun Tae;Lim, Jeewoo;Joo, Jung Min. And the article was included in ACS Catalysis in 2020.Formula: C4H5IN2 This article mentions the following:

Complementary to Catellani-type reactions and 1:1 coupling of six-membered halo(hetero)arenes and norbornene (NBE) derivatives, Pd-catalyzed 1:2 coupling of five-membered haloheteroarenes with NBEs was achieved to afford rigid nonplanar heterocycles. Pyrazole, thiophene, furan, and indole underwent exo- and trans-selective annulation. Two strained alkene groups of the resulting products were further manipulated to afford 1-alkylindazoles and ladder polymers. The type of heteroarenes and position of halides along with the choice of ligands and bases were critical to set a preference between C-H annulation and Catellani reactions, which will be useful for the development of Pd-catalyzed, NBE-mediated reactions of heteroarenes. In the experiment, the researchers used many compounds, for example, 5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5Formula: C4H5IN2).

5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5) 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.Formula: C4H5IN2

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