- Cobalt-Nitrenoid Insertion-Mediated Amidative Carbon Rearrangement via Alkyl-Walking on Arenes
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We herein disclose the Cp*Co(III)(LX)-catalyzed amidative alkyl migration using 2,6-disubstituted phenyl azidoformates. Upon the cobalt-nitrenoid insertion toward the substituted ortho carbon, an arenium cationic species bearing a quaternary carbon is generated, and a subsequent alkyl migration process is suggested to occur through an unforeseen alkyl-walking mechanism. A quinolinol ligand of the cobalt catalyst system is proposed to facilitate the final product-releasing rearomatization process by serving as an internal base. This new mechanistic mode enabled both [1,2]- and [1,4]-alkyl rearrangements to allow the structural variation of N-heterocyclic compounds.
- Lee, Jeonghyo,Kang, Bora,Kim, Dongwook,Lee, Jia,Chang, Sukbok
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supporting information
p. 18406 - 18412
(2021/11/16)
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- 2 - Chloro -3 - methyl benzoic acid and intermediate preparation method (by machine translation)
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The invention discloses a 2 - chloro - 3 - methyl benzoic acid and intermediate preparation method. A 2 - chloro - 3 - methyl benzoic acid and intermediate preparation method, comprising the following steps, in the oxygen pressure is 0.1 mpa - 0.8 mpa under the condition of, under the action of the catalyst and promoter, the 2, 6 - dimethyl chlorobenzene to carry out oxidation reaction, can be; wherein said 2, 6 - dimethyl chlorobenzene and the oxygen molar amount ratio of 1: 1.8 - 1: 2.2. The 2 - chloro - 3 - methyl benzoic acid, in order to industrially easily available raw materials for the reaction, after treatment is simple, high yield, purity is good, small pollution to the environment, is more suitable for industrial. (by machine translation)
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Paragraph 0079; 0081-0083; 0088-0097; 0105-0106
(2018/10/11)
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- Visible-Light-Induced Intramolecular C(sp2)-H Amination and Aziridination of Azidoformates via a Triplet Nitrene Pathway
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Catalytic intramolecular C-H amination and aziridination reactions of o-allylphenyl azidoformates have been achieved under visible-light irradiation, providing a mild, clean, and efficient method for the synthesis of useful benzoxazolones and [5.1.0] bicyclic aziridines. Mechanistic studies suggest that a triplet nitrene acts as the reactive intermediate. The chemoselectivity of the reaction, with alkyl olefin aziridination ? electron deficient olefin aziridination ≈ C(sp2)-H amination ? C(sp3)-H amination was observed, which may be instructive in the development of an understanding of visible-light-induced triplet nitrene transformation reactions.
- Zhang, Yipin,Dong, Xunqing,Wu, Yanan,Li, Guigen,Lu, Hongjian
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supporting information
p. 4838 - 4842
(2018/08/24)
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- USES OF SALT-INDUCIBLE KINASE (SIK) INHIBITORS
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The present disclosure provides methods of treating and/or preventing inflammatory bowel disease (IBD) and graft-versus-host disease (GVHD) using salt-inducible kinase (SIK) inhibitors, such as macrocyclic SIK inhibitors of Formula (I), imidazolyl SIK inh
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Paragraph 00407; 00408
(2016/04/20)
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- β-type glycosidic bond formation by palladium-catalyzed decarboxylative allylation
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The efficient and stereoselective construction of glycosidic linkages is of great significance in carbohydrate chemistry due to the ubiquitous existence of numerous biologically active natural products and saccharides. Although great efforts have been devoted to stereoselective glycosylations in the past few decades, constructing glycosidic bonds with high efficiency and selectivity remains a challenge and continues to be an important area in carbohydrate research. Phenols are widely used as nucleophiles in palladium-catalyzed allylation. In contrast, the possibility of using aliphatic alcohols as nucleophiles is not as thoroughly explored. The modified reaction conditions were then applied to other substrates. Originating from easily prepared carbonates, various glycosides, such as phenolic Oglycosides, thiophenolic S-glycoside, aliphatic O-glycosides, and even disaccharides, were synthesized in good yields by means of a palladium-catalyzed decarboxylative allylation.
- Xiang, Shaohua,Lu, Zhiqiang,He, Jingxi,Hoang, Kim Le Mai,Zeng, Jing,Liu, Xue-Wei
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supporting information
p. 14047 - 14051
(2013/11/19)
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- Method for the preparation of aromatic chloroformates
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A method for preparing an aromatic chloroformate comprising, introducing a mixture of at least one aromatic hydroxyl compound, phosgene, at least one solvent, and at least one organic base into a flow reactor to obtain a unidirectionally flowing reaction
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Page/Page column 9-10
(2010/11/25)
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- Novel 2-aminopyrimidine carbamates as potent and orally active inhibitors of Lck: Synthesis, SAR, and in vivo antiinflammatory activity
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The lymphocyte-specific kinase (Lck) is a cytoplasmic tyrosine kinase of the Src family expressed in T cells and NK cells. Genetic evidence in both mice and humans demonstrates that Lck kinase activity is critical for signaling mediated by the T cell receptor (TCR), which leads to normal T cell development and activation. A small molecule inhibitor of Lck is expected to be useful in the treatment of T cell-mediated autoimmune and inflammatory disorders and/or organ transplant rejection. In this paper, we describe the synthesis, structure-activity relationships, and pharmacological characterization of 2-aminopyrimidine carbamates, a new class of compounds with potent and selective inhibition of Lck. The most promising compound of this series, 2,6-dimethylphenyl 2-((3,5-bis(methyloxy)-4-((3-(4-methyl-1-piperazinyl)propyl)- oxy)phenyl)amino)-4-pyrimidinyl(2,4-bis(methyloxy)phenyl)carbamate (43) exhibits good activity when evaluated in in vitro assays and in an in vivo model of T cell activation.
- Martin, Matthew W.,Newcomb, John,Nunes, Joseph J.,McGowan, David C.,Armistead, David M.,Boucher, Christina,Buchanan, John L.,Buckner, William,Chai, Lilly,Elbaum, Daniel,Epstein, Linda F.,Faust, Theodore,Flynn, Shaun,Gallant, Paul,Gore, Anu,Gu, Yan,Hsieh, Faye,Huang, Xin,Lee, Josie H.,Metz, Daniela,Middleton, Scot,Mohn, Deanna,Morgenstern, Kurt,Morrison, Michael J.,Novak, Perry M.,Oliveira-Dos-Santos, Antonio,Powers, David,Rose, Paul,Schneider, Stephen,Sell, Stephanie,Tudor, Yanyan,Turci, Susan M.,Welcher, Andrew A.,White, Ryan D.,Zack, Debra,Zhao, Huilin,Zhu, Li,Zhu, Xiaotian,Ghiron, Chiara,Amouzegh, Patricia,Ermann, Monika,Jenkins, James,Johnston, David,Napier, Spencer,Power, Eoin
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p. 4981 - 4991
(2007/10/03)
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- 2-AMINOPYRIMIDINE AND 2-AMINOPYRIDINE-4-CARBAMATES FOR USE IN THE TREATMENT OF AUTOIMMUNE DISEASES
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The present invention relates to pyrimidine or pyridine carbamate compounds having the general Formula (1) and pharmaceutically acceptable salts or derivatives thereof. Also included are methods of treatment of various diseases and conditions, including inflammation, inhibition of T cell activation and proliferation, arthritis, organ transplant, ischemic or reperfusion injury, myocardial infarction, stroke, multiple sclerosis, inflammatory bowel disease, Crohn's disease, lupus, hypersensitivity, type 1 diabetes, psoriasis, dermatitis, Hashimoto's thyroiditis, Sjogren's syndrome, autoimmune hyperthyroidism, Addison's disease, autoimmune diseases, glomerulonephritis, allergic diseases, asthma, hayfever, eczema, cancer, colon carcinoma, thymoma, just to name a few, in a mammal, the methods comprising administering a therapeutically-effective amount a compound of Formula I, or a salt or derivative form thereof, as described above.
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- Immonium salts and derivatives thereof
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There are provided: novel aryloxy immonium salts, prepared by the reaction of their corresponding haloformates with amides; and phenolic compositions corresponding to the aryloxy immonium salts. These novel aryloxy immonium salts and their corresponding phenolic compositions have utility as chemical intermediates, antioxidants, stabilizers and antibacterials.
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- Immonium salts and derivatives thereof
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There are provided: novel aryloxy immonium salts, prepared by the reaction of their corresponding haloformates with amides; and phenolic compositions corresponding to the aryloxy immonium salts. These novel aryloxy immonium salts and their corresponding phenolic compositions have utility as chemical intermediates, antioxidants, stabilizers and antibacterials.
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