Tag: 200-300

Wang, Dong-Chao; Cheng, Peng-Peng; Yang, Ting-Ting; Wu, Pan-Pan; Qu, Gui-Rong; Guo, Hai-Ming published an article in 2021. The article was titled 《Asymmetric Domino Heck/Dearomatization Reaction of β-Naphthols to Construct Indole-Terpenoid Frameworks》, and you may find the article in Organic Letters.Category: iodides-buliding-blocks The information in the text is summarized as follows:

A palladium-catalyzed enantioselective Heck cyclization/dearomatization cascade via capturing the cyclized Heck π-allylpalladium intermediate by β-naphthols is reported, which provides a new strategy for the construction of chiral indole-terpenoid frameworks. This method affords indole-functionalized β-naphthalenone compounds bearing an all-carbon-substituted quaternary chiral center in excellent yields (up to 92%) and enantioselectivities (up to 94% ee). In addition, the utility of this method is showcased by the gram-scale syntheses and diverse transformations of the dearomatized products. In addition to this study using 4-Chloro-2-iodoaniline, there are many other studies that have used 4-Chloro-2-iodoaniline(cas: 63069-48-7Category: iodides-buliding-blocks) was used in this study.

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Category: iodides-buliding-blocks

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

Ji, Liangshuo; Qiao, Jiamin; Liu, Junjie; Tian, Miaomiao; Lu, Kui; Zhao, Xia published their research in Tetrahedron Letters in 2021. The article was titled 《Metal-free chalcogenation of cycloketone oxime esters with dichalcogenides》.Name: 1-Bromo-3-iodobenzene The article contains the following contents:

The metal-free chalcogenation of cycloketone oxime esters with dichalcogenides via a radical process was reported. Because of the metal-free condition and use of readily accessible dichalcogenides, this method was an effective and green strategy for the synthesis of chalcogen-substituted butyronitrile. In the experimental materials used by the author, we found 1-Bromo-3-iodobenzene(cas: 591-18-4Name: 1-Bromo-3-iodobenzene)

1-Bromo-3-iodobenzene(cas: 591-18-4) has been used in the preparation of 1-(3′-bromophenyl)-3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodec-1-ene and 1-(3′-bromophenyl)-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-ene.Name: 1-Bromo-3-iodobenzene Further, it is involved in the preparation of oxygen-tethered 1,6-enynes.

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

Synthetic Route of C5H5IN2OOn September 30, 2013 ,《Methylenepyran based dipolar and quadrupolar dyes: synthesis, electrochemical and photochemical properties》 was published in Tetrahedron. The article was written by Gauthier, Sebastien; Vologdin, Nikolay; Achelle, Sylvain; Barsella, Alberto; Caro, Bertrand; Robin-le Guen, Francoise. The article contains the following contents:

This paper presents the synthesis of a series of push-pull and quadrupolar π-conjugated structures incorporating pro-aromatic methylenepyran electron-donor groups and various electron-attracting groups. Some of the methylenepyran derivatives were oxidized by I2 to give, after reduction by Na2S2O3, bismethylenepyran compounds via successive steps. The electrochem. redox properties of methylenepyrans 5-9 and extended bismethylenepyrans 10, 14, and 15 determined by cyclic voltammetry indicate the formation of redox bistable systems with high bi-stability. Oxidation of the dimers obtained from 5 to 9 was also described. All compounds are colored and slightly fluorescent (except some bismethylenepyran derivatives). Some compound second-order nonlinear optical properties were investigated, and large pos. values of μβ were obtained. A pos. dimer effect was also observed for bispyran derivatives In the experimental materials used by the author, we found 4-Iodo-6-methoxypyrimidine(cas: 161489-05-0Synthetic Route of C5H5IN2O)

4-Iodo-6-methoxypyrimidine(cas: 161489-05-0) is one of organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Synthetic Route of C5H5IN2O

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

COA of Formula: C5H4INIn 2022 ,《Construction of emissive ruthenium(II) metallacycle over 1000 nm wavelength for in vivo biomedical applications》 was published in Nature Communications. The article was written by Xu, Yuling; Li, Chonglu; Lu, Shuai; Wang, Zhizheng; Liu, Shuang; Yu, Xiujun; Li, Xiaopeng; Sun, Yao. The article contains the following contents:

Although Ru(II)-based agents are expected to be promising candidates for substituting Pt-drug, their in vivo biomedical applications are still limited by the short excitation/emission wavelengths and unsatisfactory therapeutic efficiency. Herein, we rationally design a Ru(II) metallacycle with excitation at 808 nm and emission over 1000 nm, namely Ru1085, which holds deep optical penetration (up to 6 mm) and enhanced chemo-phototherapy activity. In vitro studies indicate that Ru1085 exhibits prominent cell uptake and desirable anticancer capability against various cancer cell lines, especially for cisplatin-resistant A549 cells. Further studies reveal Ru1085 induces mitochondria-mediated apoptosis along with S and G2/M phase cell cycle arrest. Finally, Ru1085 shows precise NIR-II fluorescence imaging guided and long-term monitored chemo-phototherapy against A549 tumor with minimal side effects. We envision that the design of long-wavelength emissive metallacycle will offer emerging opportunities of metal-based agents for in vivo biomedical applications. In the part of experimental materials, we found many familiar compounds, such as 4-Iodopyridine(cas: 15854-87-2COA of Formula: C5H4IN)

4-Iodopyridine(cas: 15854-87-2) is a halogenated heterocycle that is a building block for proteomics research. 4-Iodopyridine is used as a reagent in the synthesis of indazolylamides as glucocorticoid receptor agonists.COA of Formula: C5H4IN

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

SDS of cas: 63069-48-7In 2021 ,《Palladium-catalyzed carbonylative synthesis of quinazolines: Silane act as better nucleophile than amidine》 appeared in Molecular Catalysis. The author of the article were Lu, Jia-Ming; Huo, Yong-Wang; Qi, Xinxin; Wu, Xiao-Feng. The article conveys some information:

A palladium-catalyzed reductive carbonylation reaction has been developed for the synthesis of quinazolines I (R = Ph, 3-fluorophenyl, 4-methylphenyl, naphthalen-2-yl, etc.; R1 = H, Me, F, Cl; R2 = H, Me, F). With N-(2-iodophenyl)benzimidamides 2-I-3-R14-R2-C6H2NHC(=NH)R as starting materials, a series of quinazolines I were obtained through the aromatic aldehyde intermediates in moderate to good yields with good functional group compatibilities. In this system, silane act as better nucleophile than amidine. The experimental part of the paper was very detailed, including the reaction process of 4-Chloro-2-iodoaniline(cas: 63069-48-7SDS of cas: 63069-48-7)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.SDS of cas: 63069-48-7

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

Recommanded Product: 1,2-DiiodoethaneIn 2016 ,《A fast controlled synthesis of poly(p-phenyleneethynylene)s under transition-metal-free conditions》 appeared in Polymer Chemistry. The author of the article were Motoshige, Asahi; Kakinuma, Junko; Iyoda, Tomokazu; Sanji, Takanobu. The article conveys some information:

A transition-metal-free polymerization of an AB-type monomer for the synthesis of well-defined poly(p-phenyleneethynylene)s is described. The polymerization of 1-pentafluorophenylethynyl-4-[(trimethylsilyl)ethynyl]benzene with a catalytic amount of tetrabutylammonium fluoride or potassium t-butoxide in the presence of cryptand[2.2.2] affords polymers within a few minutes. When monitoring the polymerization, the mol. weight as a function of monomer conversion shows a linear relationship, where the polydispersity indexes are around 1.6. The polymerization proceeds predominantly via intramol. fluoride anion transfer to the polymer end. End capping of the active polymerization end is also demonstrated. The results came from multiple reactions, including the reaction of 1,2-Diiodoethane(cas: 624-73-7Recommanded Product: 1,2-Diiodoethane)

1,2-Diiodoethane(cas: 624-73-7) is one of organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Recommanded Product: 1,2-Diiodoethane

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

In 2022,Meng, Fan-Yi; Chen, I-Han; Shen, Jiun-Yi; Chang, Kai-Hsin; Chou, Tai-Che; Chen, Yi-An; Chen, Yi-Ting; Chen, Chi-Lin; Chou, Pi-Tai published an article in Nature Communications. The title of the article was 《A new approach exploiting thermally activated delayed fluorescence molecules to optimize solar thermal energy storage》.SDS of cas: 589-87-7 The author mentioned the following in the article:

We propose a new concept exploiting thermally activated delayed fluorescence (TADF) mols. as photosensitizers, storage units and signal transducers to harness solar thermal energy. Mol. composites based on the TADF core phenoxazine-triphenyltriazine (PXZ-TRZ) anchored with norbornadiene (NBD) were synthesized, yielding compounds PZDN and PZTN with two and four NBD units, resp. Upon visible-light excitation, energy transfer to the triplet state of NBD occurred, followed by NBD → quadricyclane (QC) conversion, which can be monitored by changes in steady-state or time-resolved spectra. The small S1-T1 energy gap was found to be advantageous in optimizing the solar excitation wavelength. Upon tuning the mol.′s triplet state energy lower than that of NBD (61 kcal/mol), as achieved by another composite PZQN, the efficiency of the NBD → QC conversion decreased drastically. Upon catalysis, the reverse QC → NBD reaction occurred at room temperature, converting the stored chem. energy back to heat with excellent reversibility. The results came from multiple reactions, including the reaction of 1-Bromo-4-iodobenzene(cas: 589-87-7SDS of cas: 589-87-7)

1-Bromo-4-iodobenzene(cas: 589-87-7) is mainly used as the OLED pharmaceutical intermediate, as reagent for in situ desilylation and coupling of silylated alkynes, as substrate in copper-free Sonogashira coupling in aqueous acetone..SDS of cas: 589-87-7 It is also used in synthesis of β,β,dibromostyrenes, as starting reagent in the total syntheses of ent-conduramine A and ent-7-deoxypancratistatin (alkaloids)

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

In 2022,Javed; Khanam, Ariza; Mandal, Pintu Kumar published an article in Journal of Organic Chemistry. The title of the article was 《Glycosyl 3-Phenyl-4-pentenoates as Versatile Glycosyl Donors: Reactivity and Their Application in One-Pot Oligosaccharide Assemblies》.Product Details of 516-12-1 The author mentioned the following in the article:

Both glycoconjugates and oligosaccharides are important biomols. having significant roles in several biol. processes, and a new strategy for their synthesis is crucial. Here, we report a versatile N-iodosuccinimide/trimethylsilyl triflate (NIS/TMSOTf) promoted glycosidation approach with shelf-stable 3-phenyl-4-pentenoate glycosyl as a donor for the efficient synthesis of O/C-glycosides with free alcs., silylated alcs., and C-type nucleophile acceptors in good to excellent yields. The mild activation conditions and outstanding reactivity of Ph substituted pentenoate donors analogous to 4-pentenoate glycosyl donors enhance their applicability to various one-pot strategies for the synthesis of oligosaccharides, such as single-catalyst one-pot and acceptor reactivity-controlled one-pot strategies. The experimental process involved the reaction of 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Product Details of 516-12-1)

1-Iodopyrrolidine-2,5-dione(cas: 516-12-1) is used in the preparation of vinyl sulfones from olefins and benzenesulfinic acid. It acts as a source for I+ and involved in Hunsdiecker reactions for the conversion of cinnamic acids, and propiolic acids to the corresponding alfa-halostyrenes and 1-halo-1-alkynes respectively. Product Details of 516-12-1

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

In 2022,Huang, Long-Ling; Lin, Peng-Peng; Li, Yu-Xin; Feng, Si-Xin; Tu, Fang-Hai; Yang, Shuang; Zhao, Gui-Yang; Huang, Zhi-Shu; Wang, Honggen; Li, Qingjiang published an article in Organic Letters. The title of the article was 《Oxidative Fluoroarylation of Benzylidenecyclopropanes with HF·Py and Aryl Iodides via Iodonio-[3,3]-Rearrangement》.Application In Synthesis of 4-Iodobenzaldehyde The author mentioned the following in the article:

Reported herein is an in situ-generated hypervalent iodine-incorporating fluoroarylation of benzylidenecyclopropanes using com. available HF·Py and aryl iodides as fluorine and aryl sources, resp. The reaction proceeds via regioselective 1,2-fluoroiodination of a double bond followed by an iodonio-[3,3]-rearrangement of the formed cyclopropyl-I(III) species. The protocol offers facile access to valuable monofluorinated 1,1-bis-benzyl-alkenes with mild reaction conditions and moderate to good yields. The synthetic utility of the products was demonstrated by further transformations. Preliminary mechanistic studies were conducted. The results came from multiple reactions, including the reaction of 4-Iodobenzaldehyde(cas: 15164-44-0Application In Synthesis of 4-Iodobenzaldehyde)

4-Iodobenzaldehyde(cas: 15164-44-0) is used in synthesis of 4-[2-(trimethylsilyl)ethynyl]benzaldehyde, 5,15-dimesityl-10-(3-[2-(trimethylsilyl)ethynyi]phenyl}-20-(4-iodophenyl)porphyrin, and 5,15-dimesityl-10-[3,5-bis{2-[4-(N,N’-difluoroboryl-1,9-dimethyidipyrrin-5-yl)-phenyl]ethynyl}phenyl]-20-(4-iodophenyl)porphyrin.Application In Synthesis of 4-Iodobenzaldehyde

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

In 2022,Schmalz, Veronika; Koert, Ulrich published an article in Organic Letters. The title of the article was 《Visible-Light Induced Photoannulation of α-Naphthyl Cyclopropane Carboxylic Esters to Functionalized Dihydrophenalenes》.Synthetic Route of C3H9IOS The author mentioned the following in the article:

A general synthetic entry to functionalized dihydrophenalenes was founded using naphthyl-cyclopropane esters as starting materials. The desired annulation were possible with visible light, Ir(Fppy)3 as photocatalyst and BnNMe2 or DABCO as electron donor, HAT-catalyst and proton source. A broad scope of substituted naphthyl and azanaphthyl derivatives provided the photoannulation products in high yield. Deuteration studies supported a photoredox-mechanism involved the photoreductive cyclopropane opening to an enolate radical followed by an aryl radical trapping. In the experiment, the researchers used Trimethylsulfoxonium iodide(cas: 1774-47-6Synthetic Route of C3H9IOS)

Trimethylsulfoxonium iodide(cas: 1774-47-6) reacts with sodium hydride to prepare dimethyloxosulfonium methylide, which is used as a methylene-transfer reagent in synthetic chemistry. It is used to prepare ylide, which reacts with carbonyl compounds to get epoxides. Further, it reacts with alfa,beta-unsaturated esters to get cyclopropyl esters.Synthetic Route of C3H9IOS

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