Category: iodides-buliding-blocks

The First Regioselective Hydroformylation of Acetylenic Thiophenes Catalyzed by a Zwitterionic Rhodium Complex and Triphenyl Phosphite was written by Van den Hoven, Bernard G.;Alper, Howard. And the article was included in Journal of Organic Chemistry in 1999.Related Products of 36748-88-6 This article mentions the following:

The hydroformylation of acetylenic thiophenes is readily accomplished by using the zwitterionic rhodium catalyst (η⁶-C₆H₅BPh₃)^–Rh⁺(1,5-COD) and tri-Ph phosphite in the presence of CO and H₂. This catalytic system affords, as the major product, the α,β-unsaturated aldehyde with the aldehyde and thiophene attached to the same olefin carbon atom. Assistance of sulfur from the heterocycle provides excellent regioselectivity and yields when the acetylenic unit is a propargyl ether or ester, phenylacetylene, or an enyne. 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. 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.Related Products of 36748-88-6

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

Polyfunctionalization of imidazole via sequential imidazolyl anion formation was written by Carver, David S.;Lindell, Stephen D.;Saville-Stones, Elizabeth A.. And the article was included in Tetrahedron in 1997.Product Details of 15813-09-9 This article mentions the following:

A method for achieving the sequential functionalization of the imidazole ring in the order C-5→C-4→C-2 is described. The chem. proceeds via the regioselective formation of positionally stable imidazolyl anions which react with electrophiles (aldehydes, alkyl halides, azides, formamides, isocyanates) to afford substituted imidazoles in 31-90% yield. In the experiment, the researchers used many compounds, for example, 4,5-Diiodo-1H-imidazole (cas: 15813-09-9Product Details of 15813-09-9).

4,5-Diiodo-1H-imidazole (cas: 15813-09-9) 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.Product Details of 15813-09-9

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

A Versatile Chemoenzymatic Synthesis for the Discovery of Potent Cryptophycin Analogs was written by Schmidt, Jennifer J.;Khatri, Yogan;Brody, Scott I.;Zhu, Catherine;Pietraszkiewicz, Halina;Valeriote, Frederick A.;Sherman, David H.. And the article was included in ACS Chemical Biology in 2020.Formula: C4H5IN2 This article mentions the following:

The cryptophycins are a family of macrocyclic depsipeptide natural products that display exceptionally potent antiproliferative activity against drug-resistant cancers. Unique challenges facing the synthesis and derivatization of this complex group of mols. motivated us to investigate a chemoenzymic synthesis designed to access new analogs for biol. evaluation. The cryptophycin thioesterase (CrpTE) and the cryptophycin epoxidase (CrpE) are a versatile set of enzymes that catalyze macrocyclization and epoxidation of over 20 natural cryptophycin metabolites. Thus, we envisioned a drug development strategy involving their use as standalone biocatalysts for production of unnatural derivatives Herein, we developed a scalable synthesis of 12 new unit A-B-C-D linear chain elongation intermediates containing heterocyclic aromatic groups as alternatives to the native unit A benzyl group. N-Acetyl cysteamine activated forms of each intermediate were assessed for conversion to macrocyclic products using wild type CrpTE, which demonstrated the exceptional flexibility of this enzyme. Semipreparative scale reactions were conducted for isolation and structural characterization of new cryptophycins. Each was then evaluated as a substrate for CrpE P 450 and its ability to generate the epoxidized products from these substrates that possess altered electronics at the unit A styrenyl double bond position. Finally, biol. evaluation of the new cryptophycins revealed a des-β-epoxy analog with low picomolar potency, previously limited to cryptophycins bearing epoxide functionality. 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. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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.Formula: C4H5IN2

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

Practical synthesis of 2-iodosobenzoic acid (IBA) without contamination by hazardous 2-iodoxybenzoic acid (IBX) under mild conditions was written by China, Hideyasu;Kageyama, Nami;Yatabe, Hotaka;Takenaga, Naoko;Dohi, Toshifumi. And the article was included in Molecules in 2021.Formula: C7H4BrIO2 This article mentions the following:

A convenient and practical method for the preparation of nonexplosive cyclic hypervalent iodine(III) oxidants as efficient organocatalysts and reagents for various reactions using oxone in aqueous solution under mild conditions at room temperature is reported. The thus obtained 2-iodosobenzoic acids (IBAs) could be used as precursors of other cyclic organoiodine(III) derivatives by the solvolytic derivatization of the hydroxy group under mild conditions of 80° or lower temperature These sequential procedures are highly reliable to selectively afford cyclic hypervalent iodine compounds in excellent yields without contamination by hazardous pentavalent iodine(III) compound In the experiment, the researchers used many compounds, for example, 3-Bromo-2-iodobenzoic acid (cas: 503821-94-1Formula: C7H4BrIO2).

3-Bromo-2-iodobenzoic acid (cas: 503821-94-1) 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.Formula: C7H4BrIO2

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

Transformation of photophysical properties from solution to solid state in alkoxy-cyano-diphenylacetylene molecules was written by Karunakaran, Venugopal;Prabhu, Deepak D.;Das, Suresh;Varughese, Sunil. And the article was included in Physical Chemistry Chemical Physics in 2015.Recommanded Product: 4-Iodo-1,2-dimethoxybenzene This article mentions the following:

Detailed photophys. properties of cyano and mono (MA)/bis alkoxy (DA) substituted diphenylacetylene moieties with different alkyl chain lengths (Me (1), octyl (8) and dodecyl (12)) were investigated in solution and the solid state in an effort to determine the effect of self-aggregation on these properties. The solvated mols. showed a minimal bathochromic shift with an increase of solvent polarity in their absorption spectra, whereas a significant shift was observed in the emission spectra. This could be attributed to the relatively low change in dipole moment between ground and Franck-Condon excited states and luminescence arising from the intramol. charge transfer state with a dipole moment significantly higher than that of the ground state. In solid state the emission quantum yields of these materials were significantly higher than in solution For DA1, polymorphic materials with distinct photophys. properties were obtained. The DA1 materials obtained by fast precipitation (DA1) showed broad fluorescence with peaks at 398, 467 and 535 nm upon excitation at different wavelengths. Detailed anal. of absorption, emission and excitation spectra and lifetime experiments indicated that these peaks could be attributed to the monomer, J- and H-type aggregates resp. Whereas the crystals obtained by slow crystallization (DA1C) showed only one emission peak at around 396 nm attributed to the monomer. This is supported by the single crystal X-ray structure which consists of a monomer mol. having minimal interaction with nearest neighbor mols. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Recommanded Product: 4-Iodo-1,2-dimethoxybenzene).

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. 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.Recommanded Product: 4-Iodo-1,2-dimethoxybenzene

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

Synthesis of 1,8-, 1,6- and 3,6-dichloro-9H-thioxanthen-9-ones was written by Okabayashi, Ichizo;Fujiwara, Hidetoshi;Tanaka, Chika. And the article was included in Journal of Heterocyclic Chemistry in 1991.Product Details of 13420-63-8 This article mentions the following:

Cyclization of chlorinated (phenylthio)benzoic acid I gave a mixture of 1,8-(II) and 1,6-dichloro-9H-thioxanthen-9-ones (III). The mixture was converted to 1,8-diamino- and 1-amino-6-chloro-9H-thioxanthen-9-ones from which II and III were sep. prepared 3,6-Dichloro-9H-thioxanthen-9-one was similarly prepared In the experiment, the researchers used many compounds, for example, 2-Chloro-6-iodobenzoic acid (cas: 13420-63-8Product Details of 13420-63-8).

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

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

Opening Metal-Organic Frameworks Volume 2: Inserting Longer Pillars into Pillared-Paddlewheel Structures through Solvent-Assisted Linker Exchange was written by Karagiaridi, Olga;Bury, Wojciech;Tylianakis, Emmanuel;Sarjeant, Amy A.;Hupp, Joseph T.;Farha, Omar K.. And the article was included in Chemistry of Materials in 2013.Safety of 1,4-Diiodo-2,3,5,6-tetramethylbenzene This article mentions the following:

Solvent-assisted linker exchange (SALE) was performed on a pillared-paddlewheel metal-organic framework (MOF), SALEM-5, to achieve incorporation of longer linkers into the material. The 9-Å meso-1,2-di(4-pyridyl)-1,2-ethanediol pillar of SALEM-5 was successfully replaced by 11-Å, 14-Å, and 17-Å pillars to generate daughter MOFs SALEM-6, SALEM-7, and SALEM-8. The daughter frameworks possess more open cages, as was demonstrated by structural modeling from the powder x-ray diffraction patterns, and larger solvent accessible space, as was demonstrated by TGA. Finally, a study was performed to examine the effect of pK_a of monoprotonated dipyridyl pillars (as an indicator of the Zn-L bond strength) on the outcome of SALE. 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. 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.Safety of 1,4-Diiodo-2,3,5,6-tetramethylbenzene

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

Durene-decorated CBP derivatives as phosphorescent hosts and exciton-blocking materials for efficient blue OLEDs was written by Deng, Lijun;Wang, Xinzeng;Zhang, Zhengchuan;Li, Jiuyan. And the article was included in Journal of Materials Chemistry in 2012.HPLC of Formula: 3268-21-1 This article mentions the following:

Two novel durene-containing mols., 1,4-bis[4-(9-carbazolyl)phenyl]durene (CPD) and 1,4-bis{4-[9-(3,6-(di-tert-butyl)carbazoyl)]phenyl}durene (Me₃CCPD), which are derived from 4,4′-bis(9-carbazolyl)biphenyl (CBP) by inserting durene in its biphenyl core, are designed and synthesized for use as host materials for blue phosphors in organic LEDs (OLEDs). Inserting durene in biphenyl causes a right-angle torsion between the durene and the adjacent Ph groups due to the strong steric hindrance effect of the durene group, confining the effective π-conjugation on only one carbazole and 1 Ph and increasing the triplet energies of CPD and Me₃CCPD to >3.0 eV. These durene-decorated mols. show higher thermal stabilities than many other CBP derivatives Blue phosphorescent OLEDs were fabricated using CPD and Me₃CCPD as triplet hosts and traditional Ir(III) bis(4,6-(difluorophenyl)pyridinato-N,C^2′)picolinate (FIrpic) as a dopant and excellent performances were achieved. In particular, peak efficiencies of 26.2 cd A^-1 and 14.8 lm W^-1 were realized when CPD was used as both a host and exciton-blocking material. This is the 1st report using durene to tune the triplet energy levels of phosphorescent host materials. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1HPLC of Formula: 3268-21-1).

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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.HPLC of Formula: 3268-21-1

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

Synthesis of δ,δ-Diaryl-α-cyanoacrylamides and δ,δ-Diarylallylidiene Malononitriles by Pd(OAc)₂ Catalyzed Mizoroki-Heck Reaction was written by Sengupta, Ayon;Sarkar, Piyali;Maity, Suvendu;Basu, Soumyadip;Ghosh, Prasanta;Rudra, Sonali;Mukhopadhyay, Chhanda. And the article was included in ChemistrySelect in 2021.Category: iodides-buliding-blocks This article mentions the following:

An expeditious route for the stereoselective catalytic monohydration of nitrile and ‘CN’ directed regio-stereoselctive δ-arylation of various arylallylidene malononitriles affording δ, δ-Diaryl-α-cyanoacrylamides in hydrolysis condition and δ, δ-Diarylallylidene malononitriles in anhydrous condition by Pd(OAc)₂ catalyzed Mizoriki-Heck reaction was described. This provides an instantaneous formation of a library of compounds in a very short time period and simple operational process. The structure elucidation of the diastereomers was done by HMBC, HSQC, 2-D NMR experiments and X-ray single crystallog. anal. A probable reaction mechanism directed by nitriles and involvement of syn and anti π-allylic Pd-complexes was proposed that is in consonance with the exptl. findings and product distributions. 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. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. 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.Category: iodides-buliding-blocks

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

Quadruple C-H activation coupled to hydrofunctionalization and C-H silylation/borylation enabled by weakly coordinated palladium catalyst was written by Tang, Bo-Cheng;Lin, Wen-Xuan;Chen, Xiang-Long;He, Cai;Ma, Jin-Tian;Wu, Yan-Dong;Lan, Yu;Wu, An-Xin. And the article was included in Nature Communications in 2020.Formula: C7H3F2IO2 This article mentions the following:

A quadruple C-H activation cascade as well as hydro-functionalization, C-H silylation/borylation sequence based on weakly coordinated palladium catalyst was reported . The hydroxyl group modulated the intrinsic direction of the Heck reaction, and then acts as an interrupter that biases the reaction away from the classic β-H elimination and toward C-H functionalization. Mechanistically, d. functional theory calculation provides important insights into the key six-membered oxo-palladacycle intermediates, and indicates that the β-H elimination was unfavorable both thermodynamically and kinetically. In this article, the versatility of this approach, which was a strategic expansion of the Heck reaction was focused. In the experiment, the researchers used many compounds, for example, 2,2-Difluoro-4-iodobenzo[d][1,3]dioxole (cas: 531508-54-0Formula: C7H3F2IO2).

2,2-Difluoro-4-iodobenzo[d][1,3]dioxole (cas: 531508-54-0) 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. 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.Formula: C7H3F2IO2

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