121778-75-4Relevant academic research and scientific papers
Non-innocent Radical Ion Intermediates in Photoredox Catalysis: Parallel Reduction Modes Enable Coupling of Diverse Aryl Chlorides
Chernowsky, Colleen P.,Chmiel, Alyah F.,Wickens, Zachary K.,Williams, Oliver P.,Yeung, Charles S.
supporting information, p. 10882 - 10889 (2021/07/31)
We describe a photocatalytic system that elicits potent photoreductant activity from conventional photocatalysts by leveraging radical anion intermediates generated in situ. The combination of an isophthalonitrile photocatalyst and sodium formate promotes diverse aryl radical coupling reactions from abundant but difficult to reduce aryl chloride substrates. Mechanistic studies reveal two parallel pathways for substrate reduction both enabled by a key terminal reductant byproduct, carbon dioxide radical anion.
MACROMOLECULE-SUPPORTED AMINOBENZAZEPINE COMPOUNDS
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Paragraph 0311-0312, (2020/12/30)
The application provides macromolecule-supported compounds of Formula I or III comprising a macromolecular support linked by conjugation to one or more aminobenzazepine derivatives. The application also provides aminobenzazepine derivative intermediate compositions of Formula II comprising a reactive functional group. Such intermediate compositions are suitable substrates for formation of the macromolecule-supported compounds through a linker or linking moiety. The application further provides compositions comprising the macromolecule-supported compounds, as well as methods of treating cancer with the macromolecule-supported compounds.
Deacetylative Amination of Acetyl Arenes and Alkanes with C-C Bond Cleavage
Hyodo, Kengo,Hasegawa, Genna,Maki, Hiroya,Uchida, Kingo
, p. 2818 - 2822 (2019/04/25)
The Br?nsted acid-catalyzed synthesis of primary amines from acetyl arenes and alkanes with C-C bond cleavage is described. Although the conversion from an acetyl group to amine has traditionally required multiple steps, the method described herein, which uses an oxime reagent as an amino group source, achieves the transformation directly via domino transoximation/Beckmann rearrangement/Pinner reaction. The method was also applied to the synthesis of γ-aminobutyric acids, such as baclophen and rolipram.
Catalytic Strategy for Regioselective Arylethylamine Synthesis
Boyington, Allyson J.,Seath, Ciaran P.,Zearfoss, Avery M.,Xu, Zihao,Jui, Nathan T.
supporting information, p. 4147 - 4153 (2019/03/07)
A mild, modular, and practical catalytic system for the synthesis of the highly privileged phenethylamine pharmacophore is reported. Using a unique combination of organic catalysts to promote the transfer of electrons and hydrogen atoms, this system performs direct hydroarylation of vinyl amine derivatives with a wide range of aryl halides (including aryl chlorides). This general and highly chemoselective protocol delivers a broad range of arylethylamine products with complete regiocontrol. The utility of this process is highlighted by its scalability and the modular synthesis of an array of bioactive small molecules.
Palladium-Catalyzed C(sp2)-H Olefination of Free Primary and Secondary 2-Phenylethylamines: Access to Tetrahydroisoquinolines
Fan, Shuai,Ding, Yongzheng,Chen, Xiaoxi,Gao, Yuzhen,Fu, Lei,Li, Shangda,Li, Gang
, p. 13003 - 13012 (2019/10/11)
A rapid construction of THIQs by a Pd(II)-catalyzed C(sp2)-H olefination of free primary and secondary 2-phenylethylamines with high step- and atom-economy was reported. Notably, no substituent was required at the α-position to the amino group of the 2-phenylethylamines. The substrate scope was broad, and the reaction could also be applied to generate THIQs from the biologically active molecules such as the drug molecule baclofen and phenylalanine ester.
Directed lithiation of N′-[2-(4-methoxyphenyl)ethyl]-N, N-dimethylurea and tert-butyl [2-(4-methoxyphenyl)ethyl]carbamate
Smith, Keith,El-Hiti, Gamal A.,Alshammari, Mohammed B.
, p. 394 - 402 (2014/02/14)
N′-[2-(4-Methoxyphenyl)ethyl]-N,N-dimethylurea and tert-butyl [2-(4-methoxyphenyl)ethyl]carbamate are doubly lithiated on the nitrogen and ortho to the directing metalating group at -20 to 0 °C with three mole equivalents of n-BuLi in anhydrous THF. Reactions of the dilithium reagents produced in situ with various electrophiles give high yields of the corresponding substituted products. In the case of the urea, side-products due to lithiation and substitution on one of the methyl groups of the urea unit are obtained in low yields (0-17%). Georg Thieme Verlag KG Stuttgart · New York.
Nanocrystalline titania-based sulfonic acid (TiO2-Pr-SO 3H) as a new, highly efficient and recyclable solid acid catalyst for the N-Boc protection of amines at room temperature
Atghia,Sarvi Beigbaghlou
, p. 42 - 49 (2013/10/01)
Sulfonic acid-functionalized nanoporous titania (TiO2-Pr-SO 3H) was prepared from the reaction of (3-mercaptopropyl) trimethoxysilane and TiO2, then by oxidation of thiols group with hydrogen peroxide. The morphology and acidity of synthesized catalyst was characterized by FT-IR, SEM, TEM, TGA and XRD techniques and Hammett acidity test. The catalytic performance of TiO2-Pr-SO3H was investigated in the N-tert-butoxycarbonylation of amines under solvent-free conditions at room temperature. Our novel method is mild, chemoselective and has the advantages such as heterogeneous catalysis, low cost and the recyclability of the catalyst.
INHIBITION OF BACTERIAL BIOFILMS WITH ARYL CARBAMATES
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Page/Page column 33, (2012/02/01)
Disclosure is provided for carbamate compounds that prevent, remove and/or inhibit the formation of biofilms, compositions including these compounds, devices including these compounds, and methods of using the same.
THERAPEUTIC AGENT FOR CEREBRAL INFARCTION
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, (2012/08/08)
The invention provides a therapeutic drug for ischemic stroke. The therapeutic drug has the formula (I) wherein each symbol is as defined herein, or a pharmacologically acceptable salt thereof, or a solvate thereof, as an active ingredient.
