Tag: 200-300

Lewis Acid Catalyzed Formal Intramolecular [3 + 3] Cross-Cycloaddition of Cyclopropane 1,1-Diesters for Construction of Benzobicyclo[2.2.2]octane Skeletons was written by Ma, Weiwei;Fang, Jie;Ren, Jun;Wang, Zhongwen. And the article was included in Organic Letters in 2015.Quality Control of (5-Fluoro-2-iodophenyl)methanol This article mentions the following:

A novel Lewis acid catalyzed formal intramol. [3 + 3] cross-cycloaddition (IMCC) of cyclopropane 1,1-diesters has been successfully developed. This supplies an efficient and conceptually new strategy for construction of bridged bicyclo[2.2.2]octane skeletons I [R = Me, Et, Bn,etc]. This [3 + 3]IMCC could be run up to gram scale and from easily prepared starting materials. This [3 + 3]IMCC, together with our previously reported [3 + 2]IMCC strategy, can afford either the bicyclo[2.2.2]octane or bicyclo[3.2.1]octane skeletons from the similar starting materials by regulating the substituents on vinyl group. In the experiment, the researchers used many compounds, for example, (5-Fluoro-2-iodophenyl)methanol (cas: 877264-43-2Quality Control of (5-Fluoro-2-iodophenyl)methanol).

(5-Fluoro-2-iodophenyl)methanol (cas: 877264-43-2) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C閳ユ彂 bond. Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons鑱砈mith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Quality Control of (5-Fluoro-2-iodophenyl)methanol

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

Metal-Free, Oxidant-Free, and Controllable Graphene Oxide Catalyzed Direct Iodination of Arenes and Ketones was written by Zhang, Jingyu;Li, Shiguang;Deng, Guo-Jun;Gong, Hang. And the article was included in ChemCatChem in 2018.Electric Literature of C8H5IS This article mentions the following:

A direct, metal-free, and oxidant-free method for the graphene oxide (GO)-catalyzed iodination of arenes and ketones with iodine in a neutral medium was explored. This iodination protocol was performed by using a simple technique to avoid the use of external metal catalysts and oxidants and harsh acidic/basic reaction conditions. In addition, by this method the degree of iodination could be controlled, and the reaction was scalable and compatible with air. This strategy opens a new field for GO-catalyzed chem. and provides an avenue for the convenient direct iodination of arenes and ketones. In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6Electric Literature 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. The C閳ユ彂 bond is the weakest of the carbon閳ユ従alogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Electric Literature of C8H5IS

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

A palladium-catalyzed three-component cascade S-transfer reaction in ionic liquids was written by Li, Jianxiao;Wu, Yaodan;Hu, Miao;Li, Can;Li, Meng;He, Dandan;Jiang, Huanfeng. And the article was included in Green Chemistry in 2019.Product Details of 5460-32-2 This article mentions the following:

A palladium-catalyzed three component cascade S-transfer reaction of acetylenic oximes RCCC(R¹)=NOH (R = Ph, cyclopropyl, cyclohexyl, thiophen-3-yl, etc.; R¹ = Me, Ph, cyclohexyl, etc.) with aryl halides ArI (Ar = 4-methylphenyl, 4-methoxyphenyl, naphthalen-2-yl, thiophen-2-yl, etc.) using readily available Na₂S₂O₃ as an odorless sulfenylation reagent under aerobic conditions in ionic liquids was described. The present protocol features environmental friendliness, good functional group compatibility, odorless sulfenylation reagents, without any ligand or additive, and excellent atom and step economy. Remarkably, this cascade procedure will bring further late-stage modification for the construction of structurally complex isoxazole scaffolds I in synthetic and pharmaceutical chem. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Product Details of 5460-32-2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) 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. 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 5460-32-2

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

Synthesis of 2′-Substituted 4-Bromo-2,4′-bithiazoles by Regioselective Cross-Coupling Reactions was written by Bach, Thorsten;Heuser, Stefan. And the article was included in Journal of Organic Chemistry in 2002.Reference of 10297-05-9 This article mentions the following:

The synthesis of the title compounds [I; R = Bu, CH₂CHMe₂, CH₂CH₂Ph, (CH₂)₄Cl, CHMe₂, sec-Bu, Ph, C椤氬挵CMe₃, C椤氬挵Ph, etc.] was achieved in two steps starting from readily available 2,4-dibromothiazole (II). In a regioselective Pd(0)-catalyzed cross-coupling step, II was converted to a variety of 2-substituted 4-bromothiazoles (III, same R) (10 examples, 65-85% yield). Alkyl and aryl zinc halides were employed as nucleophiles to introduce an alkyl or aryl substituent. The Sonogashira protocol was followed to achieve an alkynyl-debromination. Bromo-lithium exchange at C-4 and subsequent transmetalation to zinc or tin converted the 4-bromothiazoles to carbon nucleophiles, which underwent a second regioselective cross-coupling with another equivalent of 2,4-dibromothiazole. The Negishi cross-coupling gave high yields of the 2′-alkyl-4-bromo-2,4′-bithiazoles (88-97%). The synthesis of the 2′-phenyl- and 2′-alkynyl-4-bromo-2,4′-bithiazoles required a Stille cross-coupling that did not proceed as smoothly as the Negishi cross-coupling (58-62% yield). The title compounds, which were accessible in total yields of 38-82%, are versatile building blocks for the synthesis of 2,4′-bithiazoles. 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 can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. The C閳ユ彂 bond is the weakest of the carbon閳ユ従alogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Reference of 10297-05-9

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

Low-Temperature Cross-Linking Benzocyclobutene Based Polymer Dielectric for Organic Thin Film Transistors on Plastic Substrates was written by Hallani, Rawad K.;Moser, Maximilian;Bristow, Helen;Jenart, Maud V. C.;Faber, Hendrik;Neophytou, Marios;Yarali, Emre;Paterson, Alexandra F.;Anthopoulos, Thomas D.;McCulloch, Iain. And the article was included in Journal of Organic Chemistry in 2020.Electric Literature of C6H4BrIO This article mentions the following:

The synthesis of a new benzocyclobutene based polymer, PSBBB, designed as a dielec. material for use in organic thin film transistors was reported. Compared to conventional benzocyclobutene-based materials, the introduction of a butoxide substituent at the 7-position of the benzocyclobutene pendant unit on the polymer allowed PSBBB to be cross-linked at temperatures of 120鎺? thus rendering it compatible with the processing requirements of flexible plastic substrates. The crosslinking behavior of PSBBB was studied by FTIR spectroscopy and DSC, demonstrating crosslinking of the polymer after curing at 120鎺? Bottom-gate bottom-contact organic thin film transistors were fabricated using PSBBB as dielec., affording a performance comparable to that of other dielec. polymeric materials. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Electric Literature of C6H4BrIO).

4-Bromo-2-iodophenol (cas: 207115-22-8) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. The C閳ユ彂 bond is the weakest of the carbon閳ユ従alogen 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.Electric Literature of C6H4BrIO

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

Discovery of Potent, Selective, and Orally Bioavailable Alkynylphenoxyacetic Acid CRTH2 (DP2) Receptor Antagonists for the Treatment of Allergic Inflammatory Diseases was written by Crosignani, Stefano;Pretre, Adeline;Jorand-Lebrun, Catherine;Fraboulet, Gaele;Seenisamy, Jeyaprakashnarayanan;Augustine, John Kallikat;Missotten, Marc;Humbert, Yves;Cleva, Christophe;Abla, Nada;Daff, Hamina;Schott, Olivier;Schneider, Manfred;Burgat-Charvillon, Fabienne;Rivron, Delphine;Hamernig, Ingrid;Arrighi, Jean-Francois;Gaudet, Marilene;Zimmerli, Simone C.;Juillard, Pierre;Johnson, Zoe. And the article was included in Journal of Medicinal Chemistry in 2011.Name: 4-Bromo-2-iodophenol This article mentions the following:

New phenoxyacetic acid antagonists of CRTH2 are described. Following the discovery of a hit compound, I, by a focused screening, high protein binding was identified as its main weakness. Optimization aimed at reducing serum protein binding led to the identification of several compounds that showed not only excellent affinities for the receptor (41 compounds with K_i < 10 nM) but also excellent potencies in a human whole blood assay (IC₅₀ < 100 nM; PGD2-induced eosinophil shape change). Addnl. optimization of the pharmacokinetic characteristics led to the identification of several compounds suitable for in vivo testing. Of these, II (R¹ = n-Pr, R² = Me; R¹ = n-Pr, R² = F) were tested in two different pharmacol. models (acute FITC-mediated contact hypersensitivity and ovalbumin-induced eosinophilia models) and found to be active after oral dosing (10 and 30 mg/kg). In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Name: 4-Bromo-2-iodophenol).

4-Bromo-2-iodophenol (cas: 207115-22-8) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C閳ユ彂 bond. The C閳ユ彂 bond is the weakest of the carbon閳ユ従alogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Name: 4-Bromo-2-iodophenol

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

Nickel-Catalyzed Cross-Coupling between Functionalized Primary or Secondary Alkylzinc Halides and Primary Alkyl Halides was written by Jensen, Anne Eeg;Knochel, Paul. And the article was included in Journal of Organic Chemistry in 2002.COA of Formula: C4H8ClI This article mentions the following:

In the presence of Bu₄NI (3 equiv) and 4-fluorostyrene (20 mol %), unreactive primary and secondary alkylzinc iodides undergo nickel-catalyzed cross-couplings with various primary alkyl iodides or bromides. More reactive secondary dialkylzincs and the mixed zinc organometallics RZnTMSM undergo the cross-coupling reaction in the absence of Bu₄NI. The bicyclic secondary diorganozinc prepared via boron-zinc exchange reacts with high retention of configuration. Free NH-groups are tolerated in the cross-coupling allowing the synthesis of aminated products. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9COA of Formula: C4H8ClI).

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閳ユ彂 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: C4H8ClI

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

Efficient Copper-Catalyzed Trifluoromethylation of Aromatic and Heteroaromatic Iodides: The Beneficial Anchoring Effect of Borates was written by Gonda, Zsombor;Kovacs, Szabolcs;Weber, Csaba;Gati, Tamas;Meszaros, Attila;Kotschy, Andras;Novak, Zoltan. And the article was included in Organic Letters in 2014.Electric Literature of C6H4INO2 This article mentions the following:

Efficient copper-catalyzed trifluoromethylation of aromatic iodides was achieved with TMSCF₃ in the presence of tri-Me borate. The Lewis acid was used to anchor the in situ generated trifluoromethyl anion and suppress its rapid decomposition Broad applicability of the new trifluoromethylating reaction was demonstrated in the functionalization of different aromatic and heteroaromatic iodides. In the experiment, the researchers used many compounds, for example, 2-Iodopyridine-4-carboxylic acid (cas: 58481-10-0Electric Literature of C6H4INO2).

2-Iodopyridine-4-carboxylic acid (cas: 58481-10-0) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C閳ユ彂 bond. The C閳ユ彂 bond is the weakest of the carbon閳ユ従alogen 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.Electric Literature of C6H4INO2

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

Hypervalent-Iodine-Mediated Cascade Annulation of Diarylalkynes Forming Spiro Heterocycles under Metal-Free Conditions was written by Zhang, Xiang;Yang, Chao;Zhang-Negrerie, Daisy;Du, Yunfei. And the article was included in Chemistry – A European Journal in 2015.Related Products of 207115-22-8 This article mentions the following:

An unusual reaction featuring the cascade annulation of internal alkynes to afford spiro heterocycles e.g., I as the products has been realized for the first time with a hypervalent iodine reagent as the only oxidant. This unprecedented process encompasses not only two sequential C-N/C-O-bond formations, but also the insertion of a carbonyl oxygen, all in one pot under metal-free conditions. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Related Products of 207115-22-8).

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鑱砈mith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Related Products of 207115-22-8

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

Concise Total Synthesis of Permethylated Anigopreissin A, a New Benzofuryl Resveratrol Dimer was written by Chiummiento, Lucia;Funicello, Maria;Lopardo, Maria Teresa;Lupattelli, Paolo;Choppin, Sabine;Colobert, Francoise. And the article was included in European Journal of Organic Chemistry in 2012.Recommanded Product: Methyl 3,5-dihydroxy-4-iodobenzoate This article mentions the following:

The versatile preparation of permethylated anigopreissin A (1) has been accomplished from Me 3,5-dihydroxybenzoate. The key steps of the synthesis are sequential Sonogashira and Suzuki cross-couplings for the construction of the 2,3-diarylbenzo[b]furan moiety and Wittig olefination for the introduction of the styryl group. In the experiment, the researchers used many compounds, for example, Methyl 3,5-dihydroxy-4-iodobenzoate (cas: 338454-02-7Recommanded Product: Methyl 3,5-dihydroxy-4-iodobenzoate).

Methyl 3,5-dihydroxy-4-iodobenzoate (cas: 338454-02-7) 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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Recommanded Product: Methyl 3,5-dihydroxy-4-iodobenzoate

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