Category: iodides-buliding-blocks

Silver-Promoted Oxidative Benzylic C-H Trifluoromethoxylation was written by Yang, Haodong;Wang, Feng;Jiang, Xiaohuan;Zhou, Yu;Xu, Xiufang;Tang, Pingping. And the article was included in Angewandte Chemie, International Edition in 2018.Reference of 10297-05-9 This article mentions the following:

A silver-promoted oxidative benzylic C-H trifluoromethoxylation has been reported for the first time. With trifluoromethyl arylsulfonate as the trifluoromethoxylation reagent, various arenes, having diverse functional groups, undergo trifluoromethoxylation of their benzylic C-H bonds to form trifluoromethyl ethers under mild reaction conditions. In addition, the trifluoromethoxylation and the fluorination of Me groups of electron-rich arenes have been achieved to prepare α-fluorobenzyl trifluoromethyl ethers in one step. 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. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Reference of 10297-05-9

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

Palladium-Catalyzed Annulation of Alkynes with Ortho-Halide-Containing Benzyl Alcohols in Aqueous Medium was written by Feng, Jie;Lu, Guoping;Lv, Meifang;Cai, Chun. And the article was included in Journal of Organic Chemistry in 2014.Safety of (5-Fluoro-2-iodophenyl)methanol This article mentions the following:

The Pd-catalyzed annulations of ortho-halide-containing benzyl alcs. with alkynes for the synthesis of indenones were achieved in aqueous Triton X-100 micelles with good yields and wide substrate scopes. Moreover, the indenones obtained in this procedure can be further functionalized to form some more synthetic useful derivatives via an environmental-friendly way. In the experiment, the researchers used many compounds, for example, (5-Fluoro-2-iodophenyl)methanol (cas: 877264-43-2Safety of (5-Fluoro-2-iodophenyl)methanol).

(5-Fluoro-2-iodophenyl)methanol (cas: 877264-43-2) 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.Safety of (5-Fluoro-2-iodophenyl)methanol

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

Design, synthesis, antileishmanial, and antifungal biological evaluation of novel 3,5-disubstituted isoxazole compounds based on 5-nitrofuran scaffolds was written by Trefzger, Ozildeia S.;Barbosa, Natalia V.;Scapolatempo, Renata L.;das Neves, Amarith R.;Ortale, Maria L. F. S.;Carvalho, Diego B.;Honorato, Antonio M.;Fragoso, Mariana R.;Shuiguemoto, Cristiane Y. K.;Perdomo, Renata T.;Matos, Maria F. C.;Chang, Marilene R.;Arruda, Carla C. P.;Baroni, Adriano C. M.. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 2020.Application In Synthesis of 4-Iodo-1,2-dimethoxybenzene This article mentions the following:

Nitrofurylisoxazoles such as I were prepared from 1,3-dipolar cycloadditions of a nitrile oxide generated in situ from a nitrofurylhydroximoyl chloride with alkynes and tested for their antileishmanial and antifungal activities and toxicities. The antileishmanial activity of nitrofurylisoxazoles was assayed against the promastigote and amastigote forms of Leishmania (Leishmania) amazonensis, while the compounds were also tested against five Candida species for their antifungal activity; I inhibited both amastigotes and promastigotes, while inhibiting the growth of the five Candida species tested. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Application In Synthesis of 4-Iodo-1,2-dimethoxybenzene).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) 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.Application In Synthesis of 4-Iodo-1,2-dimethoxybenzene

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

Regioselectivities in deprotonation of 2-(4-chloro-2-pyridyl)benzoic acid and corresponding ester and amide was written by Rebstock, Anne-Sophie;Mongin, Florence;Trecourt, Francois;Queguiner, Guy. And the article was included in Tetrahedron in 2004.Name: 4-Chloro-2-iodopyridine This article mentions the following:

Upon treatment of Et 2-(4-chloro-2-pyridyl)benzoic acid, 2-(4-chloro-2-pyridyl)benzoate, and N,N-diisopropyl-2-(4-chloro-2-pyridyl)benzamide with LTMP at -75 °C in THF, the lithio derivatives at C5′ are generated regiospecifically, as demonstrated by subsequent quenching with electrophiles. The lithio derivative at C3′ is only evidenced from the benzamide at higher temperature (-50 °C), when treated with LTMP in THF; it instantly cyclizes to 1-chloro-4-azafluorenone. The latter is converted to onychine, an alkaloid endowed with anticandidal activity. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodopyridine (cas: 22918-03-2Name: 4-Chloro-2-iodopyridine).

4-Chloro-2-iodopyridine (cas: 22918-03-2) 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. 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.Name: 4-Chloro-2-iodopyridine

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

Regioselective synthesis of 1-benzyl- and 1-methyl-4-vinylimidazole and their reactions with N-phenylmaleimide was written by Lovely, Carl J.;Du, Hongwang;Dias, H. V. Rasika. And the article was included in Heterocycles in 2003.Safety of 4,5-Diiodo-1H-imidazole This article mentions the following:

The regioselective synthesis of 1-benzyl- and 1-methyl-4-vinylimidazole from 4,5-diiodoimidazole is described. Their Diels-Alder reactions with N-phenylmaleimide provide a variety of adducts, including the anticipated enamine and the corresponding aromatized isomer. However, addnl. products including ene adducts, a bis Diels-Alder adduct and oxidation products were isolated. 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 can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. 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.Safety of 4,5-Diiodo-1H-imidazole

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

Assembly of a series of zinc coordination polymers based on 1,4-bis[2-(4-pyridyl)ethenyl]-2,3,5,6-tetramethylbenzene and 1,3-benzenedicarboxylate derivatives was written by Ge, Yu;Li, Ni-Ya;Ji, Xue-Ying;Wang, Jun-Feng;Liu, Dong;Tang, Xiao-Yan. And the article was included in CrystEngComm in 2014.Safety of 1,4-Diiodo-2,3,5,6-tetramethylbenzene This article mentions the following:

Five new coordination polymers, namely, [Zn(1,3-BDC)(1,4-bpetmb)]_n (1), {[Zn₂(5-Cl-1,3-BDC)₂(1,4-bpetmb)₂]·MeCN}_n (2), [Zn(5-NO₂-1,3-BDC)(1,4-bpetmb)_0.5]_n (3), {[Zn(5-NH₂-1,3-BDC)(1,4-bpetmb)_0.5]·2H₂O}_n (4) and [Zn₂(μ-OH)(1,3,5-BTC)(1,4-bpetmb)]_n (5) have been synthesized under solvothermal conditions, based on the bis-pyridyl linker 1,4-bis[2-(4-pyridyl)ethenyl]-2,3,5,6-tetramethylbenzene (1,4-bpetmb) along with 1,3-benzenedicarboxylate (1,3-BDC) or its derivatives such as 5-chloro-1,3-benzenedicarboxylate (5-Cl-1,3-BDC), 5-nitro-1,3-benzenedicarboxylate (5-NO₂-1,3-BDC), 5-amino-1,3-benzenedicarboxylate (5-NH₂-1,3-BDC) and 1,3,5-benzenetricarboxylate (1,3,5-BTC). Compounds 1–5 have been characterized by elemental anal., IR spectroscopy, powder x-ray diffraction (PXRD) and unambiguously by single crystal X-ray diffraction anal. 1 And 2 feature the 2D (4,4) net. 3 Comprises an interlocked 3D framework, and the 3D framework is derived from the inclined interpenetration of the 2D (4,4) net. 4 Exhibits a thick 2D (3,4)-connected network with a Schlafli symbol of (6³)(6⁵·8). 5 Displays a 3D two-fold interpenetrating (3,5)-connected framework with the Schlafli symbol of (6³)(6⁷·8³). Thermal stability and solid-state photoluminescence properties of 1–5 were also investigated. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Safety of 1,4-Diiodo-2,3,5,6-tetramethylbenzene).

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

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

Palladium-catalyzed triple coupling of 2-iodoanisoles with aryl iodides to access 6H-dibenzopyrans was written by Chen, Li-Ping;Cheng, Shu-Lin;Fan, Xin-Yue;Zhu, Ji-Fa;Wang, Bi-Qin;Feng, Chun;Xiang, Shi-Kai. And the article was included in Organic Chemistry Frontiers in 2022.Application of 5460-32-2 This article mentions the following:

A palladium-catalyzed triple coupling of 2-iodoanisoles with aryl iodides was developed. 3-Methyl-2-pyridone was used as a ligand to accelerate the cross-coupling and suppress the homo-coupling of 2-iodoanisoles. A variety of 6H-dibenzopyran derivatives such as I [R = H, F, Cl, etc., R¹ = 4-Me, 4-F, 4-MeO, etc.; R² = 8-Me, 8-Cl, 8-Ph, etc.] was prepared by this method. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Application of 5460-32-2).

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. 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.Application of 5460-32-2

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

Synthesis of functionalized 3-isochromanones via metal-free intramolecular alkoxylation-initiated cascade cyclization was written by Zhang, Ying-Qi;Zhu, Xin-Qi;Xu, Yin;Bu, Hao-Zhen;Wang, Jia-Le;Zhai, Tong-Yi;Zhou, Jin-Mei;Ye, Long-Wu. And the article was included in Green Chemistry in 2019.Product Details of 877264-43-2 This article mentions the following:

A metal-free intramol. alkoxylation-initiated cascade cyclization of allyl ether-tethered ynamides was developed. Various highly functionalized 3-isochromanones were obtained in generally good to excellent yields under mild reaction conditions. Moreover, this asym. cyclization was also realized via a stereocontrolled [3,3] rearrangement by employing a traceless chiral directing group. In addition, an unexpected [1,3] O-to-C rearrangement was observed in the case of the ynamide substrate bearing a phenyl-substituted alkene, which was distinctively different from the related gold catalysis. In the experiment, the researchers used many compounds, for example, (5-Fluoro-2-iodophenyl)methanol (cas: 877264-43-2Product Details of 877264-43-2).

(5-Fluoro-2-iodophenyl)methanol (cas: 877264-43-2) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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 877264-43-2

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

A re-investigation of ⁴J_FF and ⁵J_FF nuclear spin-spin couplings in substituted benzenes, a novel conformational tool was written by Abraham, Raymond J.;Cooper, M. Ashley. And the article was included in Physical Chemistry Chemical Physics in 2016.Recommanded Product: 64248-57-3 This article mentions the following:

A theor. anal. of the ⁴J_FF and ⁵J_FF couplings in fluorobenzenes separates the σ and π components of the substituent coefficients The π bond mechanism is dominant but the σ bond mechanism must be included to give accurate values of the couplings. For monosubstituted difluorobenzenes the ⁴J_FF and ⁵J_FF couplings can be predicted from the calculated π densities by linear equations. The use of additive substituent effects allows the prediction of the meta⁴J_FF couplings for multisubstituted compounds The π dependence of the ⁴J_FF coupling in 2,6-difluorobenzenes provides a novel and simple method of determining the torsional angle of the C₁ substituent and the benzene ring for non-sym. functional groups (acetyl, carboxymethyl, dimethylamino, amide, nitro etc.). This could be used to determine the geometries of such mols. in biol. systems. The π dependence of the ⁴J_FF coupling is also of importance in the charged species of 2,6-difluoroanilinium (⁴J_FF 2.1 Hz) and 2,6-difluoro-N,N,N-trimethylanilinium (⁴J_FF 0.0 Hz) due to the very different π electron densities. In the experiment, the researchers used many compounds, for example, 1,2-Difluoro-3-iodobenzene (cas: 64248-57-3Recommanded Product: 64248-57-3).

1,2-Difluoro-3-iodobenzene (cas: 64248-57-3) 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.Recommanded Product: 64248-57-3

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

Microwave-Assisted Domino Heck Cyclization and Phosphorylation: Synthesis of Phosphorus Containing Heterocycles was written by Ramesh, Karu;Satyanarayana, Gedu. And the article was included in European Journal of Organic Chemistry in 2019.Safety of 4-Bromo-2-iodophenol This article mentions the following:

A domino [Pd]-catalyzed intramol. Heck cyclization of 2-iodophenyl allyl ethers, esters and amides followed by intermol. phosphorylation with secondary phosphine oxides HP(O)Ar₂, for the construction of 3-phosphinylmethyl 2,3-dihydrobenzofurans is presented. Notably, the process is accelerated by microwave heating conditions and enabled the construction of C-C and C-P bonds in short reaction times. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Safety of 4-Bromo-2-iodophenol).

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. 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.Safety of 4-Bromo-2-iodophenol

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