14062-78-3Relevant academic research and scientific papers
Carbon monoxide free aminocarbonylation of aryl and alkenyl iodides using DMF as an amide source
Hosoi, Kazushi,Nozaki, Kyoko,Hiyama, Tamejiro
, p. 2849 - 2851 (2002)
(figure presented) R = aryl or alkenyl Palladium-catalyzed coupling reaction of N,N-dimethylformamide with aryl or alkenyl halides successfully proceeded in the presence of phosphoryl chloride to afford the corresponding tertiary amides in good yields.
Copper-catalyzed formation of N,N-dimethyl benzamide from nitrile and DMF under an O2 atmosphere
Hu, Chenxu,Yan, Xufei,Zhou, Xiangge,Li, Zhengkai
, p. 8179 - 8182 (2013)
Amidation of nitrile with N,N-dimethylformamide (DMF) was catalyzed by Cu2O with 1,10-phenanthroline as a ligand under an oxygen atmosphere. A variety of N,N-dimethyl benzamides were obtained in yields up to 84%.
Amidation reaction of carboxylic acid with formamide derivative using SO3?pyridine
Kawano, Shota,Saito, Kodai,Yamada, Tohru
, p. 584 - 586 (2018)
The amidation reaction of carboxylic acid derivatives was developed using sulfur trioxide pyridine complex (SO3?py) as a commercially available and easily handled oxidant. This method could be applied to the reaction of various aromatic and aliphatic carboxylic acids, including optically active ones, with formamide derivatives to afford the corresponding amides in good to high yields.
Silicadiphenyl phosphinite (SDPP)/Pd(0) nanocatalyst for efficient aminocarbonylation of aryl halides with POCl3 and DMF
Iranpoor, Nasser,Firouzabadi, Habib,Motevalli, Somayeh
, p. 69 - 74 (2012)
Silicadiphenyl phosphinite (SDPP) as a new phosphorylated silica and catalytic amounts of Pd(II) generates nano SDPP/Pd(0) catalyst for the efficient aminocarbonylation of aryl halides in the presence of POCl3 and N,N-dimethylformamide (DMF). Amides are obtained in high yields from aryl iodides and also activated aryl bromides, chlorides.
Vinyl-λ3-iodanes act as efficient sulfur atom acceptors: Vinylic SN2-based strategy for conversion of tertiary thioamides to amides
Ochiai, Masahito,Yamamoto, Shinji
, p. 2802 - 2803 (2002)
Exposure of tertiary thioamides to (E)-1-hexenyl(phenyl)-λ3-iodane results in vinylic SN2 reaction to give the inverted (Z)-S-vinylthioimidonium salts, which under alkaline hydrolysis (Na2CO3 or K2CO
Pd/C: an efficient, heterogeneous and reusable catalyst for carbon monoxide-free aminocarbonylation of aryl iodides
Tambade, Pawan J.,Patil, Yogesh P.,Bhanushali, Mayur J.,Bhanage, Bhalchandra M.
, p. 2221 - 2224 (2008)
Carbon monoxide-free aminocarbonylation is carried out efficiently via coupling of N,N-dimethylformamide (DMF) with aryl iodides using Pd/C as a heterogeneous catalyst. The catalyst exhibits remarkable activity and is reusable for up to three consecutive cycles. The reaction is applicable to a wide variety of substituted aryl iodides with different steric and electronic properties providing excellent yields of the corresponding tertiary amides.
Direct Synthesis of Amides from Oxidative Coupling of Benzyl Alcohols and N-substituted Formamides Using a Co–Al Based Heterogeneous Catalyst
Subhedar, Dnyaneshwar D.,Gupta, Shyam Sunder R.,Bhanage, Bhalchandra M.
, p. 3102 - 3111 (2018)
Present work reports the direct synthesis of amides from oxidative coupling of benzyl alcohols with various N-substituted formamides using a cobalt-hydrotalcite (Co-HT) derived catalyst. The Co-HT derived catalysts (Co-HT-2, Co-HT-3 and Co-HT-4 having Co2+/Al3+ molar ratio in the catalyst preparation mixture as 1/1, 2/1 and 3/1 respectively) were prepare following a co-precipitation method and characterized well by powder XRD, XPS, FEG-SEM, EDS, DTG–TGA, FT-IR and N2 physisorption measurements. A range of functional amides were obtained in good yields from oxidative coupling of various substituted benzyl alcohols and a range of N-substituted formamides using Co-HT-3 catalyst and oxidant TBHP. Mechanistic investigation suggests that the amidation reaction is associated with the formation and coupling of radical species. Furthermore, the Co-HT derived catalyst was easily recoverable and recyclable with retained high catalytic activity towards the oxidative coupling of benzyl alcohol with DMF. Graphical Abstract: [Figure not available: see fulltext.].
Amide Bond Formation via the Rearrangement of Nitrile Imines Derived from N-2-Nitrophenyl Hydrazonyl Bromides
Boyle, Mhairi,Livingstone, Keith,Henry, Martyn C.,Elwood, Jessica M. L.,Lopez-Fernandez, J. Daniel,Jamieson, Craig
supporting information, p. 334 - 338 (2022/01/20)
We report how the rearrangement of highly reactive nitrile imines derived from N-2-nitrophenyl hydrazonyl bromides can be harnessed for the facile construction of amide bonds. This amidation reaction was found to be widely applicable to the synthesis of primary, secondary, and tertiary amides and was used as the key step in the synthesis of the lipid-lowering agent bezafibrate. The orthogonality and functional group tolerance of this approach was exemplified by the N-acylation of unprotected amino acids.
Deoxygenative hydroboration of primary, secondary, and tertiary amides: Catalyst-free synthesis of various substituted amines
Yi, Jaeeun,Kim, Hyun Tae,Jaladi, Ashok Kumar,An, Duk Keun
supporting information, p. 129 - 132 (2021/11/17)
Transformation of relatively less reactive functional groups under catalyst-free conditions is an interesting aspect and requires a typical protocol. Herein, we report the synthesis of various primary, secondary, and tertiary amines through hydroboration of amides using pinacolborane under catalyst-free and solvent-free conditions. The deoxygenative hydroboration of primary and secondary amides proceeded with excellent conversions. The comparatively less reactive tertiary amides were also converted to the corresponding N,N-diamines in moderate yields under catalyst-free conditions, although alcohols were obtained as a minor product.
One-pot synthesis of a highly disperse core-shell CuO-alginate nanocomposite and the investigation of its antibacterial and catalytic properties
Habibi, Hassan,Mansourinejhad, Sanam,Saberi, Dariush,Shadi, Ahmad
, p. 199 - 211 (2021/12/30)
In this study, sodium alginate was extracted from Sargassum algae, collected from coastal waters of Bushehr, Persian Gulf, Iran and used as a stabilizing and wrapping agent for CuO nanoparticles. The synthesized nanocomposite was characterized by some spectroscopic and microscopic techniques, such as IR, XRD, Uv-vis, BET, BJH, zeta potential, SEM, TEM, HR-TEM, and XPS. The antibacterial effects of the CuO-alginate nanocomposite against some bacteria, isolated from a burn wound, were evaluated. The results showed that this nanocomposite had better antibacterial effects than its components onPseudomonas aeruginosaATCC 27853,Staphylococcus aureusATCC 12600,Streptococcus pyogenesATCC 19615, andStaphylococcus epidermidisATCC 49461. Among these,Staphylococcus aureusATCC 12600 was the most sensitive one to this nanocomposite, with the lowest minimum inhibitory concentration (2.08 mg mL?1) observed. Moreover, the synthesized nanocomposite showed good catalytic activity in the oxidative coupling of carboxylic acids withN,N-dialkylformamides toward the synthesis of amides.
