Category: 887707-25-7

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

The author of 《Methyl, Trifluoromethyl, and Methoxycarbonyl-Introduction to the Fifth Position on the Pyridine Ring of Chloronicotinyl Insecticide Imidacloprid》 were Kagabu, Shinzo. And the article was published in Synthetic Communications in 2006. Name: 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine The author mentioned the following in the article:

Imidacloprid is the first (chloro)nicotine insecticide and is currently the largest-selling insecticide worldwide. As a project to find its variants of different insecticidal spectra, derivatives substituted with Me, trifluoromethyl, and methoxycarbonyl at the fifth position on the pyridine ring of imidacloprid were prepared In the experiment, the researchers used many compounds, for example, 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine(cas: 887707-25-7Name: 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.Name: 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine

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

de Jesus Cortez, Felipe; Nguyen, Phuong; Truillet, Charles; Tian, Boxue; Kuchenbecker, Kristopher M.; Evans, Michael J.; Webb, Paul; Jacobson, Matthew P.; Fletterick, Robert J.; England, Pamela M. published their research in ACS Chemical Biology on December 15 ,2017. The article was titled 《Development of 5N-Bicalutamide, a High-Affinity Reversible Covalent Antiandrogen》.SDS of cas: 887707-25-7 The article contains the following contents:

Resistance to clin. antiandrogens has plagued the evolution of effective therapeutics for advanced prostate cancer. As with the first-line therapeutic bicalutamide (Casodex), resistance to newer antiandrogens (enzalutamide, ARN-509) develops quickly in patients, despite the fact that these drugs have ∼10-fold better affinity for androgen receptor than bicalutamide. Improving affinity alone is often not sufficient to prevent resistance and alternative strategies are needed to improve antiandrogen efficacy. Covalent and reversible covalent drugs are being used to thwart drug resistance in other contexts, and activated aryl nitriles are among the moieties being exploited for this purpose. The authors capitalized on the presence of an aryl nitrile in bicalutamide, and the existence of a native cysteine residue (Cys784) in the androgen receptor ligand binding pocket, to develop 5N-bicalutamide I, a cysteine-reactive antiandrogen. I exhibits a 150-fold improvement in Ki and 20-fold improvement in IC50 over the parent compound The authors attribute the marked improvement in affinity and activity to the formation of a covalent adduct with Cys784, a residue that is not among the more than 160 androgen receptor point mutations associated with prostate cancer. Increasing the residence time of bound antiandrogen via formation of a covalent adduct may forestall the drug resistance seen with current clin. antiandrogens. After reading the article, we found that the author used 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine(cas: 887707-25-7SDS of cas: 887707-25-7)

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.SDS of cas: 887707-25-7

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

Reference of 2-Chloro-5-iodo-3-(trifluoromethyl)pyridineOn June 5, 2020, Reddy, Chennakesava; Shaikh, Javed Y.; Bhat, Ramakrishna G. published an article in Journal of Organic Chemistry. The article was 《Access to Hetero-Benzyl Scaffolds via Transient-Ligand-Enabled Direct γ-C(sp3)-H Arylation of 3-Methylheteroarene-2-Carbaldehydes》. The article mentions the following:

An efficient and straightforward method has been developed for the synthesis of β-benzyl-substituted 5-membered heterocyclic carbaldehydes via transient directing-group-enabled direct γ-C(sp3)-H arylation of 3-methylheteroarene-2-carbaldehydes. A wide range of 3-methylheteroarene carbaldehydes undergo coupling with a variety of aryl iodides, including less reactive iodo pyridine derivatives to provide a library of highly selective functionalized products in good to excellent yields. Some of these products have been successfully utilized in synthesizing useful synthetic intermediates. In the experiment, the researchers used 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine(cas: 887707-25-7Reference 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.Reference of 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine

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

《Ligand-Promoted meta-C-H Functionalization of Benzylamines》 was published in Angewandte Chemie, International Edition in 2017. These research results belong to Wang, Peng; Farmer, Marcus E.; Yu, Jin-Quan. Quality Control of 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine The article mentions the following:

Meta-C-H functionalization of benzylamines has been developed using a PdII/transient mediator strategy. Using 2-pyridone ligands and 2-carbomethoxynorbornene (NBE-CO2Me) as the mediator, arylation, amination, and chlorination of benzylamines are realized. This protocol features a broad substrate scope and is compatible with heterocylic coupling partners. Moreover, the loading of the Pd can be lowered to 2.5 mol % by using the optimal ligand. In addition to this study using 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine, there are many other studies that have used 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine(cas: 887707-25-7Quality Control of 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine) was used in this study.

2-Chloro-5-iodo-3-(trifluoromethyl)pyridine(cas: 887707-25-7) belongs to pyridine. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Additionally, pyridine-based natural products continue to be discovered and studied for their properties and to understand their biosynthesis.Quality Control of 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine

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

Application In Synthesis of 2-Chloro-5-iodo-3-(trifluoromethyl)pyridineOn May 4, 2020 ,《Ligand-Enabled β-Methylene C(sp3)-H Arylation of Masked Aliphatic Alcohols》 appeared in Angewandte Chemie, International Edition. The author of the article were Xia, Guoqin; Zhuang, Zhe; Liu, Luo-Yan; Schreiber, Stuart L.; Melillo, Bruno; Yu, Jin-Quan. The article conveys some information:

Despite recent advances, reactivity and site-selectivity remain significant obstacles for the practical application of C(sp3)-H bond functionalization methods. Here, we describe a system that combines a salicylic-aldehyde-derived L,X-type directing group with an electron-deficient 2-pyridone ligand to enable the β-methylene C(sp3)-H arylation of aliphatic alcs., which has not been possible previously. Notably, this protocol is compatible with heterocycles embedded in both alc. substrates and aryl coupling partners. A site- and stereo-specific annulation of dihydrocholesterol and the synthesis of a key intermediate of englitazone illustrate the practicality of this method. After reading the article, we found that the author used 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

Category: iodides-buliding-blocksOn November 9, 2016 ,《Pd-Catalyzed γ-C(sp3)-H Arylation of Free Amines Using a Transient Directing Group》 appeared in Journal of the American Chemical Society. The author of the article were Wu, Yongwei; Chen, Yan-Qiao; Liu, Tao; Eastgate, Martin D.; Yu, Jin-Quan. The article conveys some information:

In the presence of Pd(OAc)2 and using AgO2CCF3 and H2O as additives in AcOH/(F3C)2CHOH, 20 mol% 2-hydroxy-3-pyridinecarboxaldehyde forms a transient directing group with primary alkylamines such as cyclohexylamine which directs their regioselective (and in some cases, diastereoselective) arylation reactions with aryl and heteroaryl iodides such as RI followed by Boc protection to yield Boc-protected γ-aryl amines such as I in 43-91% yields (in most cases with high selectivity for the monoarylated products). Importantly, the catalyst and the directing group loading can be lowered to 2% and 4% resp., thus demonstrating high efficiency of this newly designed transient directing group. A tetrahydronaphthyridine II was prepared from 2-methyl-1-butanamine and 2-fluoro-3-iodopyridine by a one-pot directed arylation and cyclization. The experimental process involved the reaction of 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine(cas: 887707-25-7Category: iodides-buliding-blocks)

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.Category: iodides-buliding-blocks

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

Synthetic Route of C6H2ClF3INOn June 1, 2020, Xiao, Li-Jun; Hong, Kai; Luo, Fan; Hu, Liang; Ewing, William R.; Yeung, Kap-Sun; Yu, Jin-Quan published an article in Angewandte Chemie, International Edition. The article was 《PdII-Catalyzed Enantioselective C(sp3)-H Arylation of Cyclobutyl Ketones Using a Chiral Transient Directing Group》. The article mentions the following:

In the presence of Pd(OAc)2, 3-nitro-5-trifluoromethyl-2-pyridone, and D-valine as a transient directing group reagent, cyclobutyl ketones such as I (R = H) underwent regioselective, diastereoselective, and enantioselective arylation with aryl iodides R1I (R1 = 4-MeO2CC6H4, 4-O2NC6H4, 4-MeCOC6H4, 4-NCC6H4, 4-F3CC6H4, 3-O2NC6H4, 3-PhCOC6H4, 3,4,5-F3C6H2, 3,5-Br2C6H3, 3-Br-5-ClC6H3, 4-Me-3-O2NC6H3, 2-Br-5-FC6H3, 6-F-3-pyridinyl, 2-F3C-4-pyridinyl, 6-Cl-5-F3C-3-pyridinyl, 6-Br-3-pyridinyl, 2,6-F2-4-pyridinyl, 2,6-F2-3-pyridinyl, 2,6-Cl2-4-pyridinyl, 5-acetyl-2-thienyl) to yield arylcyclobutyl ketones such as I (R = 4-MeO2CC6H4, 4-O2NC6H4, 4-MeCOC6H4, 4-NCC6H4, 4-F3CC6H4, 3-O2NC6H4, 3-PhCOC6H4, 3,4,5-F3C6H2, 3,5-Br2C6H3, 3-Br-5-ClC6H3, 4-Me-3-O2NC6H3, 2-Br-5-FC6H3, 6-F-3-pyridinyl, 2-F3C-4-pyridinyl, 6-Cl-5-F3C-3-pyridinyl, 6-Br-3-pyridinyl, 2,6-F2-4-pyridinyl, 2,6-F2-3-pyridinyl, 2,6-Cl2-4-pyridinyl, 5-acetyl-2-thienyl). In the presence of either L-valine as a transient directing group reagent or when silver trifluoroacetate, acetate, carbonate, or oxide were used as bases, enantiomeric arylcyclobutyl ketones were formed. A sequential diarylation was performed to yield diastereomeric diarylcyclobutyl ketones enantioselectively. In the experiment, the researchers used 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine(cas: 887707-25-7Synthetic Route of C6H2ClF3IN)

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.Synthetic Route of C6H2ClF3IN

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

Synthetic Route of C6H2ClF3INOn June 1, 2020, Xiao, Li-Jun; Hong, Kai; Luo, Fan; Hu, Liang; Ewing, William R.; Yeung, Kap-Sun; Yu, Jin-Quan published an article in Angewandte Chemie, International Edition. The article was 《PdII-Catalyzed Enantioselective C(sp3)-H Arylation of Cyclobutyl Ketones Using a Chiral Transient Directing Group》. The article mentions the following:

In the presence of Pd(OAc)2, 3-nitro-5-trifluoromethyl-2-pyridone, and D-valine as a transient directing group reagent, cyclobutyl ketones such as I (R = H) underwent regioselective, diastereoselective, and enantioselective arylation with aryl iodides R1I (R1 = 4-MeO2CC6H4, 4-O2NC6H4, 4-MeCOC6H4, 4-NCC6H4, 4-F3CC6H4, 3-O2NC6H4, 3-PhCOC6H4, 3,4,5-F3C6H2, 3,5-Br2C6H3, 3-Br-5-ClC6H3, 4-Me-3-O2NC6H3, 2-Br-5-FC6H3, 6-F-3-pyridinyl, 2-F3C-4-pyridinyl, 6-Cl-5-F3C-3-pyridinyl, 6-Br-3-pyridinyl, 2,6-F2-4-pyridinyl, 2,6-F2-3-pyridinyl, 2,6-Cl2-4-pyridinyl, 5-acetyl-2-thienyl) to yield arylcyclobutyl ketones such as I (R = 4-MeO2CC6H4, 4-O2NC6H4, 4-MeCOC6H4, 4-NCC6H4, 4-F3CC6H4, 3-O2NC6H4, 3-PhCOC6H4, 3,4,5-F3C6H2, 3,5-Br2C6H3, 3-Br-5-ClC6H3, 4-Me-3-O2NC6H3, 2-Br-5-FC6H3, 6-F-3-pyridinyl, 2-F3C-4-pyridinyl, 6-Cl-5-F3C-3-pyridinyl, 6-Br-3-pyridinyl, 2,6-F2-4-pyridinyl, 2,6-F2-3-pyridinyl, 2,6-Cl2-4-pyridinyl, 5-acetyl-2-thienyl). In the presence of either L-valine as a transient directing group reagent or when silver trifluoroacetate, acetate, carbonate, or oxide were used as bases, enantiomeric arylcyclobutyl ketones were formed. A sequential diarylation was performed to yield diastereomeric diarylcyclobutyl ketones enantioselectively. In the experiment, the researchers used 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine(cas: 887707-25-7Synthetic Route of C6H2ClF3IN)

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.Synthetic Route of C6H2ClF3IN

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

Zhang, Fang-Lin; Hong, Kai; Li, Tuan-Jie; Park, Hojoon; Yu, Jin-Quan published an article on January 15 ,2016. The article was titled 《Functionalization of C(sp3)-H bonds using a transient directing group》, and you may find the article in Science (Washington, DC, United States).Recommanded Product: 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine The information in the text is summarized as follows:

Proximity-driven metalation has been extensively exploited to achieve reactivity and selectivity in carbon-hydrogen (C-H) bond activation. Despite the substantial improvement in developing more efficient and practical directing groups, their stoichiometric installation and removal limit efficiency and, often, applicability as well. Here we report the development of an amino acid reagent that reversibly reacts with aldehydes and ketones in situ via imine formation to serve as a transient directing group for activation of inert C-H bonds. Arylation of a wide range of aldehydes and ketones at the β or γ positions proceeds in the presence of a palladium catalyst and a catalytic amount of amino acid. The feasibility of achieving enantioselective C-H activation reactions using a chiral amino acid as the transient directing group is also demonstrated.2-Chloro-5-iodo-3-(trifluoromethyl)pyridine(cas: 887707-25-7Recommanded Product: 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine) was used in this study.

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.Recommanded Product: 2-Chloro-5-iodo-3-(trifluoromethyl)pyridine

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