- Tandem Transformation of Aldoximes to N-Methylated Amides Using Methanol
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Tandem conversion of aldoximes to N-methylated amides with methanol in presence of a single Ru(II) catalyst is accomplished through the Ru(II)-mediated rearrangement followed by the reductive N-methylation. Employing this protocol, several aldoximes were directly transformed to the N-methylated amides using methanol. Kinetic experiments with H218O advocated that the aldoxime is acted as the nucleophile during the aldoxime to amide rearrangement process. Involvement of nitrile intermediate during this transformation is realized from the kinetic study. (Figure presented.).
- Paul, Bhaskar,Maji, Milan,Panja, Dibyajyoti,Kundu, Sabuj
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supporting information
p. 5357 - 5362
(2019/11/14)
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- Palladium-Catalyzed Direct C-H Trifluoroethylation of Aromatic Amides
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A simple and direct C-H trifluoroethylation of aromatic amides has been developed. The protocol is applicable to a variety of aromatic amides, including ones derived from amino acids. The developed method can be used for further modifications of peptides. Preliminary mechanistic studies have been done by isolating the reaction intermediate.
- Maraswami, Manikantha,Pankajakshan, Sreekumar,Chen, Gang,Loh, Teck-Peng
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supporting information
p. 4223 - 4226
(2017/08/23)
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- Metal-free aryltrifluoromethylation of activated alkenes
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Metal-free: The first metal-free aryltrifluoromethylation of activated alkenes has been developed. With this method, trifluoromethylated isoquinolinediones, spirobicycles, oxindoles, and α-aryl-β- trifluoromethylamides were obtained with high control of the regioselectivity. Copyright
- Kong, Wangqing,Casimiro, Maria,Fuentes, Noelia,Merino, Estibaliz,Nevado, Cristina
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supporting information
p. 13086 - 13090
(2014/01/06)
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- Efficient synthesis of N-methylamides and amines via 4-(alkylamino)benzyl- N-methylamine as a new protecting group
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4-(Alkylamino)benzyl-N-methylamine is a good protecting group for the synthesis of N-methylamides and amines. The N-debenzylation of N-methylamides and amines can be carried out selectively and efficiently under condition using trifluoroacetic acid (TFA).
- Lee, Sang-Hak,Mu, Yu,Kim, Gun-Woo,Kim, Jin-Seok,Park, Seok-Hwi,Jin, Tian,Lee, Kee-Young,Ham, Won-Hun
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p. 1749 - 1764
(2013/09/12)
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- Hansch analysis of veratric acid derivatives as antimicrobial agents
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The synthesis, characterization and antimicrobial evaluation of a new series of veratric acid derivatives are presented. Preliminary in vitro antimicrobial activity of the title compounds was assessed against a panel of microorganisms including Gram-positive and Gram-negative bacteria and fungi. Some of the veratric acid derivatives exhibited significant in vitro antimicrobial activity. QSAR investigation applied to find a correlation between different physicochemical parameters of the veratric acid derivatives and their antimicrobial activity indicated the importance of topological parameters in describing the antimicrobial activity.
- Narasimhan, Balasubramanian,Ohlan, Sucheta,Ohlan, Ruchita,Judge, Vikramjeet,Narang, Rakesh
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experimental part
p. 689 - 700
(2009/09/08)
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- N-methylation of substituted benzonitriles with methyl fluorosulfonate
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Substituted benzonitriles ArCN treated at 20-70°C with methyl fluorosulfonate yield the corresponding N-methylbenzamides ArCONHMe. Compounds with two cyano groups afford N,N′-methylated diamides.
- Salfetnikova,Vasil'ev,Rudenko
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p. 838 - 844
(2007/10/03)
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- Studies on SRN1 Reactions. Part 6: Synthesis of 3-Methyl Derivatives of the Alkaloids Thalactamine, Doryanine, and 6,7-Dimethoxy-N-methyl-1(2H)-isoquinolone
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A new, short synthesis of the 3-methyl derivatives (3a-c) of the alkaloids thalactamine, doryanine, and 6,7-dimethoxy-N-methyl-1(2H)-isoquinolone, based upon our previous SRN1 synthesis of isocarbostryril systems, is reported.
- Beugelmans, Rene,Ginsburg, Helene,Bois-Choussy, Michele
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p. 1149 - 1152
(2007/10/02)
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- Photochemistry of Host-Guest Complex.III. Effect of Guest Cation on the Photoreactivity of Acetophenone Oxime Derivatives Having Crown Ether Moiety
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The syn-anti isomerisation of acetylbenzocrown ether oximes was stimulated by the complex-formation with sodium ion.The photolysis of these oximes gave mother ketones and amides through an oxaziridine intermediate.The photolysis of the oximes was depressed by the formation of host-guest complexes.Reactivity in the photolysis of the crown ether oximes corresponds to that 3,4-dimethoxyacetophenone oxime, whereas the reactivity of the complexed crown ether oxime with sodium ion corresponds to that of p-cyanoacetophenone oxime.Such behavior is explained by the change of the electronic properties of excited states of acetophenone oxime chromophore, which enhances the intersystem crossing.
- Tada, Masaru,Hirano, Hideki,Suzuki, Atsushi
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p. 2304 - 2308
(2007/10/02)
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