Category: 203245-16-3

《Reactivity of 1,2,3- and 1,2,4-Trifluorobenzenes in Palladium-Catalyzed Direct Arylation》 was written by Shi, Xinzhe; Mao, Shuxin; Soule, Jean-Francois; Doucet, Henri. Category: ethers-buliding-blocks And the article was included in Journal of Organic Chemistry on April 6 ,2018. The article conveys some information:

The higher reactivity of the C4-H bond as compared to the C5-H bond of 1,2,3-trifluorobenzene in palladium-catalyzed direct arylation allows the selective synthesis of 4-aryl-1,2,3-trifluorobenzenes in moderate to high yields. In most cases, phosphine-free Pd(OAc)2 catalyst and inexpensive KOAc base were employed. Then, from these 4-aryl-1,2,3-trifluorobenzenes, the palladium-catalyzed C-H bond functionalization of the C6-position allows the synthesis of the corresponding 4,6-diarylated 1,2,3-trifluorobenzenes. We also applied these reaction conditions to the regioselective direct C3-arylation of 1,2,4-trifluorobenzene.1,2,3-Trifluoro-4-methoxybenzene(cas: 203245-16-3Category: ethers-buliding-blocks) was used in this study.

1,2,3-Trifluoro-4-methoxybenzene(cas: 203245-16-3) is a member of aromaticfluorinated building blocks. Depending on which substituents are present, fluoroaromatic intermediates can be converted into fluorinated or fluorine-free commercial end products.Fluorine-containing aromatics have been incorporated into drugs (hypnotics, tranquilizers, antiinflammatory agents, analgesics, antibacterials).Category: ethers-buliding-blocks

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application In Synthesis of 1,2,3-Trifluoro-4-methoxybenzeneOn November 2, 2006 ,《Discovery of [4-Amino-2-(1-methanesulfonylpiperidin-4-ylamino)pyrimidin-5-yl](2,3-difluoro-6- methoxyphenyl)methanone (R547), A Potent and Selective Cyclin-Dependent Kinase Inhibitor with Significant in Vivo Antitumor Activity》 appeared in Journal of Medicinal Chemistry. The author of the article were Chu, Xin-Jie; DePinto, Wanda; Bartkovitz, David; So, Sung-Sau; Vu, Binh T.; Packman, Kathryn; Lukacs, Christine; Ding, Qingjie; Jiang, Nan; Wang, Ka; Goelzer, Petra; Yin, Xuefeng; Smith, Melissa A.; Higgins, Brian X.; Chen, Yingsi; Xiang, Qing; Moliterni, John; Kaplan, Gerald; Graves, Bradford; Lovey, Allen; Fotouhi, Nader. The article conveys some information:

The cyclin-dependent kinases (CDKs) and their cyclin partners are key regulators of the cell cycle. Since deregulation of CDKs is found with high frequency in many human cancer cells, pharmacol. inhibition of CDKs with small mols. has the potential to provide an effective strategy for the treatment of cancer. The 2,4-diamino-5-ketopyrimidines 6 reported here represent a novel class of potent and ATP-competitive inhibitors that selectively target the cyclin-dependent kinase family. This diaminopyrimidine core with a substituted 4-piperidine moiety on the C2-amino position and 2-methoxybenzoyl at the C5 position has been identified as the critical structure responsible for the CDK inhibitory activity. Further optimization has led to a good number of analogs that show potent inhibitory activities against CDK1, CDK2, and CDK4 but are inactive against a large panel of serine/threonine and tyrosine kinases (Ki > 10 μM). As one of these representative analogs, compound 39 (I; R547) has the best CDK inhibitory activities (Ki = 0.001, 0.003, and 0.001 μM for CDK1, CDK2, and CDK4, resp.) and excellent in vitro cellular potency, inhibiting the growth of various human tumor cell lines including an HCT116 cell line (IC50 = 0.08 μM). An X-ray crystal structure of 39 bound to CDK2 has been determined in this study, revealing a binding mode that is consistent with our SAR. Compound 39 demonstrates significant in vivo efficacy in the HCT116 human colorectal tumor xenograft model in nude mice with up to 95% tumor growth inhibition. On the basis of its superior overall profile, 39 was chosen for further evaluation and has progressed into Phase I clin. trial for the treatment of cancer. In the experimental materials used by the author, we found 1,2,3-Trifluoro-4-methoxybenzene(cas: 203245-16-3Application In Synthesis of 1,2,3-Trifluoro-4-methoxybenzene)

1,2,3-Trifluoro-4-methoxybenzene(cas: 203245-16-3) is a member of aromaticfluorinated building blocks. Depending on which substituents are present, fluoroaromatic intermediates can be converted into fluorinated or fluorine-free commercial end products.Fluorine-containing aromatics have been incorporated into drugs (hypnotics, tranquilizers, antiinflammatory agents, analgesics, antibacterials).Application In Synthesis of 1,2,3-Trifluoro-4-methoxybenzene

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

《Cleavage of ether, ester, and tosylate C(sp3)-O bonds by an iridium complex, initiated by oxidative addition of C-H bonds. Experimental and computational studies》 was written by Kundu, Sabuj; Choi, Jongwook; Wang, David Y.; Choliy, Yuriy; Emge, Thomas J.; Krogh-Jespersen, Karsten; Goldman, Alan S.. Application of 203245-16-3 And the article was included in Journal of the American Chemical Society on April 3 ,2013. The article conveys some information:

A pincer-ligated iridium complex, [(PCP)Ir] (1, PCP = κ3-C6H3-2,6-[CH2P(tBu)2]2), is found to undergo oxidative addition of C(sp3)-O bonds of Me esters (MeO2CR’), Me tosylate (MeOTs), and certain electron-poor Me aryl ethers (MeOAr). DFT calculations and mechanistic studies indicate that the reactions proceed via oxidative addition of C-H bonds followed by oxygenate migration, rather than by direct C-O addition Thus, Me aryl ethers react via addition of the methoxy C-H bond, followed by α-aryloxide migration to give cis-[(PCP)Ir(H)(CH2)(OAr)], followed by iridium-to-methylidene hydride migration to give [(PCP)Ir(Me)(OAr)]. Me acetate undergoes C-H bond addition at the carbomethoxy group to give [(PCP)Ir(H)[κ2-CH2OC(O)Me]] which then affords [(PCP-CH2)Ir(H)(κ2-O2CMe)] (6-Me) in which the methoxy C-O bond has been cleaved, and the methylene derived from the methoxy group has migrated into the PCP Cipso-Ir bond. Thermolysis of 6-Me ultimately gives [(PCP)Ir(CH3)(κ2-O2CR)], the net product of methoxy group C-O oxidative addition Reaction of [(PCP)Ir] with species of the type ROAr, RO2CMe or ROTs, where R possesses β-C-H bonds (e.g., R = Et or isopropyl), results in formation of [(PCP)Ir(H)(OAr)], [(PCP)Ir(H)(O2CMe)], or [(PCP)Ir(H)(OTs)], resp., along with the corresponding olefin or [(PCP)Ir(olefin)] complex. Like the C-O bond oxidative additions, these reactions also proceed via initial activation of a C-H bond; in this case, C-H addition at the β-position is followed by β-migration of the aryloxide, carboxylate, or tosylate group. Calculations indicate that the β-migration of the carboxylate group proceeds via an unusual six-membered cyclic transition state in which the alkoxy C-O bond is cleaved with no direct participation by the iridium center. In the experiment, the researchers used 1,2,3-Trifluoro-4-methoxybenzene(cas: 203245-16-3Application of 203245-16-3)

1,2,3-Trifluoro-4-methoxybenzene(cas: 203245-16-3) is a member of aromaticfluorinated building blocks. Depending on which substituents are present, fluoroaromatic intermediates can be converted into fluorinated or fluorine-free commercial end products.Fluorine-containing aromatics have been incorporated into drugs (hypnotics, tranquilizers, antiinflammatory agents, analgesics, antibacterials).Application of 203245-16-3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem