Tag: 300-400

On December 31, 2020, Yuan, Zhenbo; Zeng, Yuye; Feng, Ziwen; Guan, Zhe; Lin, Aijun; Yao, Hequan published an article.Quality Control of Ethyl 5-chloro-2-iodobenzoate The title of the article was Constructing chiral bicyclo[3.2.1]octanes via palladium-catalyzed asymmetric tandem Heck/carbonylation desymmetrization of cyclopentenes. And the article contained the following:

A palladium-catalyzed asym. tandem Heck/carbonylation desymmetrization of cyclopentenes I (R = COMe, CO2Et; R1 = H, F, Cl, Me, OMe; X = I, Br) has been described. Alcs., (such as., n-propanol, isopropanol, cyclohexanol, etc.) phenols (such as., 4-methylphenol, biphenyl-4-ol, naphthol, etc.) and amines (such as., pyrrolidine, morpholine, benzylamine, etc.) are employed as versatile coupling reagents for the construction of multifunctional chiral bicyclo[3.2.1]octanes II (R2 = OMe, OEt, OPh, pyrrolidino, morpholino, thiomorpholino, etc.) with one all-carbon quaternary and two tertiary carbon stereogenic centers in high diastereo- and enantioselectivities. This study represents an important progress in both the asym. tandem Heck/carbonylation reactions and enantioselective difunctionalization of internal alkenes. The experimental process involved the reaction of Ethyl 5-chloro-2-iodobenzoate(cas: 1012882-90-4).Quality Control of Ethyl 5-chloro-2-iodobenzoate

The Article related to bicyclooctane preparation diastereoselective enantioselective, cyclopentene alc heck carbonylation desymmetrization palladium catalyst, phenol cyclopentene heck carbonylation desymmetrization palladium catalyst, amine cyclopentene heck carbonylation desymmetrization palladium catalyst and other aspects.Quality Control of Ethyl 5-chloro-2-iodobenzoate

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

On June 8, 2021, Gao, Ke; Zhang, Yidan; Liu, Yuanyang; Yang, Meigui; Zhu, Tong published an article.Category: iodides-buliding-blocks The title of the article was Screening of imidazoles in atmospheric aerosol particles using a hybrid targeted and untargeted method based on ultra-performance liquid chromatography-quadrupole time-of-flight mass spectrometry. And the article contained the following:

The method for identification and quantification of imidazoles in atm. aerosol particles with an aerodynamic diameter up to 2.5μm (PM2.5) is scarce, and the existing method focus on only a few imidazoles. With the goal of measuring more imidazoles, especially some previously unidentified ones, we developed a screening workflow based on data-dependent acquisition (DDA) auto MS/MS with a preferred targeted list containing 421 imidazoles using ultra-performance liquid chromatog.-quadrupole time-of-flight mass spectrometry (UPLC-QTOF-MS). To enable our method to effectively and accurately detect as many imidazoles as possible, we optimized and validated the method based on specificity, limit of detection (LOD), limit of quantification (LOQ), linearity, accuracy, precision and matrix effects using 20 imidazole standards with different functional groups. The method exhibited excellent performance with LOD and LOQ of 0.5-2 ng/mL and 1.5-6 ng/mL, resp., and spiked recoveries ranging from 64.7 to 98.7% with standard deviations less than 16.0%, and with relatively shorter anal. time. The established method was then used to screen imidazoles in 37 ambient PM2.5 samples. Ten targeted imidazoles were identified and quantified using imidazole standards, while five suspected imidazoles were identified without standards, and three imidazoles have not been reported before. Concentrations of the 10 targeted imidazoles ranged from 0.13 to 0.42 ng/m3. The established method enabled us to identify a wide range of imidazoles in ambient aerosol particles with and without using standards The experimental process involved the reaction of 2-Bromo-5-iodo-4-nitro-1H-imidazole(cas: 862895-48-5).Category: iodides-buliding-blocks

The Article related to imidazole atm aerosol particle liquid chromatog tof mass spectrometry, a preferred targeted list, data-dependent acquisition auto ms/ms, hybrid targeted and untargeted method, imidazoles, liquid chromatography-quadrupole time-of-flight mass spectrometry, pm(2.5) and other aspects.Category: iodides-buliding-blocks

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

On January 22, 2009, Wacker, Dean A.; Rossi, Karen A.; Wang, Ying published a patent.Formula: C7H3BrF3I The title of the patent was Preparation of pyridones as GPR119 G protein-coupled receptor agonists. And the patent contained the following:

The invention is related to pyridones I and II [G = CH, N; Q = C, N; X = CH, N, provided that Q and X are not both N; Y = CH2, NH and derivatives, CO, O, OCH2 and derivatives, S(O)0-2; U = (CH2)n; V = (CH2)m; n, m = independently 0-2; Z = (CH2)q; q = 1-2; R1 = (un)substituted 6-membered monocyclic (hetero)/aryl, 5-membered monocyclic heteroaryl; R2 = (un)substituted cycloalkyl, (hetero)/aryl, heterocyclyl, etc.; R20, R21 = independently H, halo, CN, CO2H, OCF3, haloalkyl, etc.] which are GPR119 G protein-coupled receptor modulators, especially GPR119 G agonists, and are useful in treating, preventing, or slowing the progression of diseases requiring GPR119 G protein-coupled receptor modulator therapy. Thus, arylation of 4-benzyloxy-2(1H)-pyridone with 4-bromophenyl Me sulfone, debenzylation, alkylation of the hydroxypyridinone with tert-Bu 4-[(methylsulfonyl)oxy]piperidine-1-carboxylate (preparation given) gave III. The in vivo modulation of recombinant human GPR119 was determined in a HIT-T15 cAMP assay, human Tet-inducible CAMP assay and luciferase assay (some data given). I, alone, or in combination with another therapeutic agent, are useful for treating diabetes, hyperglycemia, impaired glucose tolerance, obesity, metabolic syndrome, etc. The experimental process involved the reaction of 5-Bromo-2-iodobenzotrifluoride(cas: 364-12-5).Formula: C7H3BrF3I

The Article related to pyridone preparation gpr119 g protein coupled receptor agonist diabetes, pyrimidinylpiperidinyloxy pyridone preparation g protein coupled receptor agonist hyperglycemia, oxadiazolylcyclohexyloxy pyridone preparation g protein coupled receptor agonist obesity and other aspects.Formula: C7H3BrF3I

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

On December 21, 2018, Liu, Can; Zhu, Xianjin; Zhang, Pengxiang; Yang, Haijun; Zhu, Changjin; Fu, Hua published an article.Electric Literature of 70931-59-8 The title of the article was Axially Chiral Cyclic Diphosphine Ligand-Enabled Palladium-Catalyzed Intramolecular Asymmetric Hydroarylation. And the article contained the following:

In transition metal-catalyzed asym. synthesis, enantioselectivity strongly depends on the structures of chiral ligands, so the development of new chiral ligands is crucial. Here, an efficient and highly enantioselective palladium-catalyzed intramol. hydroarylation has been developed, and a new kind of N-heterocycles, 1H-pyrazolo[5,1-a]isoindol-2(8H)-ones containing a quaternary stereocenter, was prepared in high yields and excellent enantiomeric excess values. The reaction was effectively catalyzed by palladium-diphosphine complexes with numerous functional group tolerance, in which the newly developed axially chiral cyclic diphosphine ligands played key roles in the reactivity and enantioselectivity of the substrates. These cyclic diphosphine ligands with adjustable dihedral angles have wide application in asym. synthesis. The experimental process involved the reaction of 1-(Bromomethyl)-4-fluoro-2-iodobenzene(cas: 70931-59-8).Electric Literature of 70931-59-8

The Article related to pyrazoloisoindolone preparation enantioselective, iodobenzyl pyrazolone intramol hydroarylation palladium catalyst cyclic diphosphine ligand, axial chiral cyclic diphosphine ligand preparation, catalysis, chemistry, organic chemistry, stereochemistry and other aspects.Electric Literature of 70931-59-8

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

In 2018,Lan, Yun; Yang, Feiyan; Wang, Chuan published 《Synthesis of gem-Difluoroalkenes via Nickel-Catalyzed Allylic Defluorinative Reductive Cross-Coupling》.ACS Catalysis published the findings.Application In Synthesis of tert-Butyl 4-iodopiperidine-1-carboxylate The information in the text is summarized as follows:

In this protocol, we report an allylic defluorinative reductive cross-coupling reaction for C-C bond formation. Under the Ni-catalysis the challenging C(sp3)-F bond cleavage of trifluoromethyl-substituted alkenes was achieved with easily accessible primary, secondary and tertiary alkyl halides as the coupling partners and Zn-powder as reducing agent. This process provides an efficient and convenient entry to gem-difluoroalkenes bearing various sensitive functional groups under mild reaction conditions. Moreover, this method proves to be suitable for late-stage functionalization of multifunctional complex mols. In the experiment, the researchers used tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Application In Synthesis of tert-Butyl 4-iodopiperidine-1-carboxylate)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond. 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 In Synthesis of tert-Butyl 4-iodopiperidine-1-carboxylate

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

Electric Literature of C10H18INO2In 2022 ,《Metal-free visible-light-initiated direct C3 alkylation of quinoxalin-2(1H)-ones and coumarins with unactivated alkyl iodides》 appeared in Green Chemistry. The author of the article were Sun, Jun; Yang, Hua; Zhang, Bo. The article conveys some information:

For the first time, a visible-light-promoted direct C3 alkylation of quinoxalin-2(1H)-ones and coumarins using readily accessible unactivated alkyl iodides as alkylation reagents was reported. By applying this new approach, a broad range of valuable 3-alkylated quinoxalin-2(1H)-ones and coumarins (55 examples) were facilely obtained at room temperature, thus showing the wide utility of this protocol. Notably, this practical reaction occurred under metal- and external photocatalyst-free conditions and exhibited a broad substrate scope and high functional-group tolerance. The experimental process involved the reaction of tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Electric Literature of C10H18INO2)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) 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.Electric Literature of C10H18INO2

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

Application In Synthesis of 2-Chloro-5-iodo-3-(trifluoromethyl)pyridineOn September 2, 2022 ,《PdII-Catalyzed γ-C(sp3)-H (Hetero)arylation of Ketones Enabled by Transient Directing Groups》 was published in ACS Catalysis. The article was written by Li, Yi-Hao; Ouyang, Yuxin; Chekshin, Nikita; Yu, Jin-Quan. The article contains the following contents:

Pd(II)-catalyzed γ-C(sp3)-H (hetero)arylation of aliphatic ketones is developed using α-amino acids as transient directing groups (TDG). A variety of aliphatic ketones were (hetero)arylated at the γ-position via a 5,6-membered fused cyclopalladation intermediate to afford the remotely arylated products in up to 88% yield. The crucial ligand effect of 2-pyridone is further enhanced by reducing the loading of acid additives. Consequentially, the improved reactivity of this catalytic system has also made possible the cyclic γ-methylene C(sp3)-H arylation of ketones. Mechanistic investigation and comparison to the γ-C-H arylation of aldehydes revealed a structural insight for designing site-selective TDG. The results came from multiple reactions, including the reaction of 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine(cas: 887707-25-7Application In Synthesis of 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine)

2-Chloro-5-iodo-3-(trifluoromethyl)pyridine(cas: 887707-25-7) belongs to pyridine. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. As ligands, solvents, and catalysts they facilitate reactions; thus descriptions of these new ligands and their applications abound each year.Application In Synthesis of 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine

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

In 2017,Wang, Chao; Lei, Yingjie; Guo, Mengzhun; Shang, Qinyu; Liu, Hong; Xu, Zhaoqing; Wang, Rui published 《Photoinduced, Copper-Promoted Regio- and Stereoselective Decarboxylative Alkylation of α,β-Unsaturated Acids with Alkyl Iodides》.Organic Letters published the findings.Recommanded Product: tert-Butyl 4-iodopiperidine-1-carboxylate The information in the text is summarized as follows:

The first example of UV light-induced, copper-catalyzed regio- and stereoselective decarboxylative coupling of α,β-unsaturated acids with alkyl iodides was reported. Under standard conditions, the 1°, 2°, and 3° alkyl iodides proceeded smoothly with the E-selective alkenes obtained in uniformly good yields and high stereoselectivities. The results came from multiple reactions, including the reaction of tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Recommanded Product: tert-Butyl 4-iodopiperidine-1-carboxylate)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond. 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: tert-Butyl 4-iodopiperidine-1-carboxylate

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

In 2022,Ding, Decai; Dong, Haiyan; Wang, Chuan published an article in CCS Chemistry. The title of the article was 《Nickel-catalyzed reductive electrophilic ring-opening of benzofurans with alkyl halides》.Category: iodides-buliding-blocks The author mentioned the following in the article:

Developed an electrophilic ring-opening reaction, which was beyond the strained small ring system. Under reductive nickel catalysis, ring-opening of diverse benzofurans via endocyclic inert carbon-oxygen bond cleavage was achieved with an array of inactivated secondary and tertiary alkyl halides as coupling partners, allowed for the preparation of a series of (E)-o-alkenylphenols with excellent E/Z-selectivity and high functional tolerance. The utility of this method were further demonstrated through derivatizations of the ring-opening products using the o-hydroxyl group as a functional handle, providing various organic compounds in good to high efficiency. In the experimental materials used by the author, we found tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Category: iodides-buliding-blocks)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source of iodine. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs. Oceanic alkyl iodides are believed to be the principal source of atmospheric iodine.Category: iodides-buliding-blocks

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

In 2019,Chemical Science included an article by Zhu, Chuan; Zhang, Yu-Feng; Liu, Ze-Yao; Zhou, Lu; Liu, Haidong; Feng, Chao. Application of 301673-14-3. The article was titled 《Selective C-F bond carboxylation of gem-difluoroalkenes with CO2 by photoredox/palladium dual catalysis》. The information in the text is summarized as follows:

A selective defluorinative carboxylation of gem-difluoroalkenes through photoredox/palladium dual catalysis. The C-F bond activation was enabled by single electron reduction through photoredox catalysis to generate a fluorovinyl radical, which subsequently participates in an unprecedented palladium-catalyzed carboxylation. This novel C-F functionalization proved applicable to a wide range of substituted gem-difluoroalkenes, providing a rapid access to valuable α-fluoroacrylic acids. In the experiment, the researchers used tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Application of 301673-14-3)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond. 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 301673-14-3

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