41470-36-4Relevant academic research and scientific papers
1-Cyanoformamidines. Formation during the RuO4-mediated oxidation of secondary amines
Florea, Cristina,Stavarache, Cristina,Petride, Horia
, p. 319 - 325 (2016/10/11)
When performed in the presence of cyanide and at pH smaller than 5, the RuO4-mediated oxidation of secondary amines Bn-NH-R (1a-b; R=Me, Et) gave mainly 1-cyanoformamidines Bn-NR-C(=NH)-CN (2a-b) and their hydrolysis products Bn-NR-COCN (3a-b), Bn-NR-CN (4a-b), Bn-NR-CONH2 (5a-b). Carboxamides 5a-b can result also directly from 1a-b. (Chemical Equation Presented).
RuO4-mediated oxidation of secondary amines. Part 1. Are hydroxylamines the main intermediates?
Florea, Cristina A.,Petride, Horia
, p. 475 - 486 (2016/07/20)
The RuO4-catalyzed oxidation of secondary amines Bn-NH-CH2R (1a and b; R=H, Me) gave mainly amides, but minute amounts of nitrones PhCH=N(O)-CH2R (9a and b) and traces of Bn-N(OH)-CH2R (R=H, 4a) were also detect
Racemase activity of B. cepacia lipase leads to dual-function asymmetric dynamic kinetic resolution of α-aminonitriles
Vongvilai, Pornrapee,Linder, Mats,Sakulsombat, Morakot,Svedendahl Humble, Maria,Berglund, Per,Brinck, Tore,Ramstroem, Olof
supporting information; experimental part, p. 6592 - 6595 (2011/09/15)
Applaudable promiscuity: Racemase-type activity discovered for B. cepacia lipase with N-substituted α-aminonitriles is proposed to involve a C-C bond-breaking/forming mechanism in the hydrolase site of the enzyme, as supported by experimental data and calculations. This promiscuous activity in combination with the transacylation activity of the enzyme enabled the asymmetric synthesis of N-methyl α-aminonitrile amides in high yield (see scheme). Copyright
Dynamic asymmetric multicomponent resolution: Lipase-mediated amidation of a double dynamic covalent system
Vongvilai, Pornrapee,Ramstroem, Olof
supporting information; experimental part, p. 14419 - 14425 (2010/02/16)
The Strecker reaction is one of the most important multicomponent reactions developed, leading to R-aminonitriles that are versatile substrates for many synthetic applications. In the present study, this reaction type has been applied to a double dynamic covalent resolution protocol, leading to efficient C-C- and C-N-bond generation as well as chiral discrimination. The combination of transimination with iminecyanation enabled the dynamic exchange in more than one direction around a single stereogenic center of restricted structure. This multiple exchange process could generate a vast range of compounds from a low number of starting materials in very short time. The resulting double dynamic covalent systems, created under thermodynamic control, were subsequently coupled in a one-pot process with kinetically controlled lipase-mediated transacylation. This resulted in complete resolution of the dynamic systems, yielding the optimal N-acyl-α-aminonitriles for the enzyme, where the individual chemoenzymatic reactions could produce enantiomerically pure acylated N-substituted α-aminonitriles in good yields.
Synthesis, characterization and crystallographic studies of three 2-aryl-3-methyl-4-aryl-1,3-thiazolium-5-thiolates
De Athayde-Filho, Petronio Filgueiras,Miller, Joseph,Simas, Alfredo Mayall,Lira, Bruno Freitas,De Souza Luis, José Alixandre,Zuckerman-Schpector, Júlio
, p. 685 - 690 (2007/10/03)
Mesoionic 2,4-diphenyl-3-methyl-1,3-thiazolium-5-thiolate, 2-(4′-chlorophenyl)-3-methyl-4-phenyl-1,3-thiazolium-5-thiolate and 2-(4′-chlorophenyl)-3-methyl-4-(4′-isopropyl-phenyl)-1,3- thiazolium-5-thiolate were synthesized via N-methyl-C-aryl-glycines, i
Artemisinin derivatives, method for the preparation thereof and pharmaceutical compositions containing the same
-
, (2008/06/13)
The invention relates to compound of the general formula (I):R—O—A??(I)wherein:R represents the radical of formula (II): A is as defined in the description,and medicinal products containing the same which are useful in treating or in preventing cancer.
Useful Synthesis of α-Aminonitriles by Means of Alumina and Ultrasound
Hanafusa, Terukiyo,Ichihara, Junko,Ashida, Tetsuya
, p. 687 - 690 (2007/10/02)
Combined use of alumina and ultrasound facilitates the synthesis of α-aminonitriles under solid-liquid two phase conditions from carbonyl compounds, salts of amines and potassium cyanide in organic solvents.
Synthesis and central nervous system properties of 2-[(alkoxycarbonyl)amino]-4(5)-phenyl-2-imidazolines
Weinhardt,Beard,Dvorak,Marx,Patterson,Roszkowski,Schuler,Unger,Wagner,Wallach
, p. 616 - 627 (2007/10/02)
A series of 2-[(alkoxycarbonyl)amino]-4(5)-phenyl-2-imidazolines was prepared and evaluated for central nervous system (CNS) effects (antidepressant, anticonvulsant, muscle relaxant, and depressant) in animal models. Some separation of those CNS activities was achieved through substitutions on the phenyl and imidazoline moieties. Halo-substituted phenyl compounds were among the most potent antidepressants in this series, while imidazole N-alkylation produced compounds with increased depressant effects (loss of righting reflex, mouse behavior). Comparison of in vitro and in vivo data for pairs of 2-[(methoxycarbonyl)amino]-4(5)-phenyl-2-imidazolines and their parent, 2-amino-4(5)-phenyl-2-imidazolines, suggests that the title compounds were prodrugs for the 2-amino-4(5)-phenyl-2-imidazolines in inhibition of norepinephrine reuptake.
New Synthesis of β-Lactams Based on Nitrone Cycloaddition to Nitroalkenes
Padwa, Albert,Koehler, Konrad F.,Rodriguez, Augusto
, p. 282 - 288 (2007/10/02)
Heating a sample of the major 5-nitro-substituted isoxazolidine isomer obtained from the reaction of a C-phenyl-N-alkylnitrone with trans-1-cyano-2-nitroethylene in methanol resulted in ring contraction and formation of 4-phenyl-3-cyano-N-alkyl-2-azetidin
Studies on Mesoionic Compounds. Part 10. Synthesis and Chemical Properties of Mesoionic 1,2,5-Thiadiazolium-3-olates
Masuda, Katsutada,Adachi, Jun,Nomura, Keiichi
, p. 1033 - 1036 (2007/10/02)
The preparation of a novel mesoionic heterocycle is described; derivatives of 4-aryl-5-alkyl-1,2,5-thiadiazolium-3-olates (6a-f) are obtained by treatment of α-N-substituted aminophenylacetamides with sulphur monochloride followed by base.
