14321-25-6Relevant articles and documents
A NEW SYNTHESIS OF α-CYANOAMINES. LEWIS ACID PROMOTED NUCLEOPHILIC SUBSTITUTION OF α-SILOXYAMINES USING TRIMETHYLSILYL CYANIDE
Tokitoh, Norihiro,Okazaki, Renji
, p. 241 - 242 (1985)
α-Siloxyamines obtained from tertiary amines via their N-oxides were treated with titanium tetrachloride and trimethylsilyl cyanide to give α-cyanated tertiary amines in good yields.
Electrochemically promoted oxidative α-cyanation of tertiary and secondary amines using cheap AIBN
Cai, Tian-Cheng,Gui, Qing-Wen,Hu, Wenxia,Li, Qiang,Liu, Xiaoying,Teng, Fan,Wang, Xiaoli,Xiong, Zhi-Yuan,Yu, Jialing
supporting information, p. 8254 - 8258 (2021/10/12)
The electrochemical α-cyanation of tertiary and secondary amines has been developed by using a cheap cyanide reagent, azobisisobutyronitrile (AIBN). The CN radical, generated throughn-Bu4NBr-meidated electrochemical oxidation, participates in a novel α-cyanation reaction under exogenous oxidant-free conditions.
RuO4-mediated oxidation of tertiary amines. stereoelectronic effects
Petride, Horia,Florea, Cristina,H?rtopeanu, Anca,Stavarache, Cristina
, p. 89 - 96 (2021/02/05)
Tertiary amines like PhCH2-NMe-CH2R (R = H, Me, CN) underwent RuO4-mediated oxidation by attack at all three N-α-positions. The various reaction products were classified in three groups, according to the functionalized sit
Iron-catalyzed reductive strecker reaction
Yan, Fachao,Huang, Zijun,Du, Chen-Xia,Bai, Jian-Fei,Li, Yuehui
, p. 188 - 194 (2021/02/03)
Strecker reaction is widely applied for the synthesis of amino acids from aldehydes, amines and cyanides. Herein, we report the FeI2-catalyzed reductive Strecker type reaction of formamides instead of aldehydes to produce amino acetonitriles. The challenging capture of carbinolamine intermediates by CN? was achieved via Fe catalysis. This approach afforded better yields than the use of Ir- or Rh-catalysts. The application ability of this methodology is demonstrated by 1) one-pot construction of (13C labeled) complex molecules from CO2 via amino acetonitrile intermediates and 2) convenient production of homologated carboxylic acids from aldehydes.
Nano cobalt-copper ferrite catalyzed regioselective α-C(sp3)–H cyanation of amines: Secondary, tertiary, and drug molecules
Heidarian, Mahdi,Moghaddam, Firouz Matloubi,Pourkaveh, Raheleh
, (2020/11/03)
Oxidative cyanation of sp3C–H bonds at the α position of amines was achieved using CoCuFe2O4 as a catalyst and NaCN as an inexpensive cyanide source at room temperature. CoCuFe2O4 was found to be an active catalyst for Csp [3]-Csp coupling, efficiently delivering valuable α-aminonitriles from tertiary/secondary amines in good yields. The corresponding products were obtained with high selectivity toward α position. In addition, functional group tolerance offered the opportunity for application in late-stage functionalization of biologically active molecules. This transformation proceeds convenient on a gram-scale, and the catalyst can be reused for several runs with consistent catalytic activity.
NOVEL CELL METABOLISM MODULATING COMPOUNDS AND USES THEREOF
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Page/Page column 225-226, (2021/07/31)
A class of compounds that bind to fatty acid binding protein (FABP4) and modulate adipocyte metabolism to drive enhanced glucose utilization, as well as pharmaceutical compositions comprising the class of compounds, in combination with a pharmaceutically acceptable diluent or carrier, and optionally, further in combination with a therapeutically active agent, and the use of these compounds in medicine and for the preparation of a medicament in the treatment of disorders acting on the FABP4.
RuO4-Mediated oxidation of tertiary amines. Stereoelectronic effects
Florea, Cristina,H?rtopeanu, Anca,Petride, Horia,Stavarache, Cristina
, p. 89 - 96 (2020/07/23)
Tertiary amines like PhCH2-NMe-CH2R (R = H, Me, CN) underwent RuO4-mediated oxidation by attack at all three N-α-positions. The various reaction products were classified in three groups, according to the functionalized sit
1,2-Amino Alcohols via Cr/Photoredox Dual-Catalyzed Addition of α-Amino Carbanion Equivalents to Carbonyls
Schwarz, J. Luca,Kleinmans, Roman,Paulisch, Tiffany O.,Glorius, Frank
supporting information, p. 2168 - 2174 (2020/03/03)
Herein, we report the synthesis of protected 1,2-amino alcohols starting from carbonyl compounds and α-silyl amines. The reaction is enabled by a Cr/photoredox dual catalytic system that allows the in situ generation of α-amino carbanion equivalents which act as nucleophiles. The unique nature of this reaction was demonstrated through the aminoalkylation of ketones and an acyl silane, classes of electrophiles that were previously unreactive toward addition of alkyl-Cr reagents. Overall, this reaction broadens the scope of Cr-mediated carbonyl alkylations and discloses an underexplored retrosynthetic strategy for the synthesis of 1,2-amino alcohols.
Evidence and exploitation of dicationic ammonium-nitrilium superelectrophiles: direct synthesis of unsaturated piperidinones
Cantin, Thomas,Morgenstern, Yvonne,Mingot, Agnès,Kornath, Andreas,Thibaudeau, Sébastien
supporting information, p. 11110 - 11113 (2020/10/05)
Exploiting superacid activation, the reactivity of aminonitriles was enhanced through the transient formation of highly reactive ammonium-nitrilium superelectrophiles. Demonstrated by usingin situlow-temperature NMR experiments and confirmed by X-ray diffraction analysis, these dications can be intramolecularly trapped by non-activated alkenes to generate unsaturated piperidinones, including enantioenriched ones, in a straightforward way.
HETEROARYL COMPOUNDS AND THEIR USE
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Page/Page column 90-91, (2018/07/29)
The application is directed to compounds of formula (I): and their salts and solvates, wherein R1, R2, R3, A1, A2, A3, and n are as set forth in the specification, as well as to a method for their preparation, pharmaceutical compositions comprising the same, and use thereof for the treatment and/or prevention of a lysosomal storage disease, such as Gaucher's, and other diseases or disorders that are synucleinopathies.
