22767-98-2Relevant academic research and scientific papers
Hypervalent Iodine Reagent-Promoted Hofmann-Type Rearrangement/Carboxylation of Primary Amides
Wang, Xia,Yang, Peng,Hu, Bo,Zhang, Qian,Li, Dong
, p. 2820 - 2826 (2021/02/01)
A novel transformation of primary amides to secondary amides promoted by hypervalent iodine reagents was developed. The hypervalent iodine reagent-mediated Hofmann-type rearrangement generated an isocyanate intermediate, which was subsequently trapped by an in situ generated carboxylic acid from the hypervalent iodine reagent to provide the corresponding secondary amides. This method provided a facile and efficient route for the synthesis of secondary amides from primary amides and also revealed novel reactivities of hypervalent iodine reagents.
Cobalt-catalyzed alkene hydrogenation by reductive turnover
van der Puyl, Vincent,McCourt, Ruairi O.,Shenvi, Ryan A.
supporting information, (2021/04/19)
Earth abundant metal catalysts hold advantages in cost, environmental burden and chemoselectivity over precious metal catalysts. Differences in reactivity for a given metal center result from ligand field strength, which can promote reaction through either open- or closed-shell carbon intermediates. Herein we report a simple protocol for cobalt-catalyzed alkene reduction. Instead of using an oxidative turnover mechanism that requires stoichiometric hydride, we find a reductive turnover mechanism that requires stoichiometric proton. The reaction mechanism appears to involve coordination and hydrocobaltation of terminal alkenes.
PRODUCTION METHOD OF AMIDE COMPOUND
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Paragraph 0018; 0107-0129, (2020/10/08)
PROBLEM TO BE SOLVED: To provide a production method of an amide compound, which can use a variety of carboxylic acid halides and can produce a desired amide compound at a yield higher than a batch process by suppressing a side reaction. SOLUTION: Provided is a production method of an amide compound using a flow type reactor, in which the flow type reactor includes: a first flow path; a second flow path; a first mixing means provided at a confluent part of the first flow path and the second flow path; and a third flow path that is connected to the first mixing means and arranged on a down stream side of the first mixing means, the production method comprising: a mixing step of obtaining a mixed liquid by circulating a first liquid containing the carboxylic acid halide in the first flow path, circulating a second liquid containing an amine compound having a molecular weight of 1,000 or less, an inorganic alkali and water in the second flow path, and mixing the first liquid and the second liquid by the first mixing means to obtain a mixture; and a reaction step of obtaining an amide compound by circulating the mixed liquid in the third flow path and reacting the carboxylic acid halide and the amine compound in the third flow path. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2020,JPO&INPIT
Selective C-N σ bond cleavage in azetidinyl amides under transition metal-free conditions
Li, Hengzhao,Lai, Zemin,Adijiang, Adila,Zhao, Hongye,An, Jie
, (2019/02/16)
Functionalization of amide bond via the cleavage of a non-carbonyl, C-N σ bond remains under-investigated. In this work, a transition-metal-free single-electron transfer reaction has been developed for the C-N σ bond cleavage of N-acylazetidines using the
Method for synthesizing N-n-propylamide
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Paragraph 0064-0068, (2019/04/04)
The invention belongs to the field of organic synthesis, and relates to a novel reaction method for selectively breaking a C-Nsigma bond in azacyclobutanamide and converting the bond into N-n-propylamide. According to the method, an azacyclobutanamide-bas
The: Ortho -substituent on 2,4-bis(trifluoromethyl)phenylboronic acid catalyzed dehydrative condensation between carboxylic acids and amines
Wang, Ke,Lu, Yanhui,Ishihara, Kazuaki
supporting information, p. 5410 - 5413 (2018/05/30)
2,4-Bis(trifluoromethyl)phenylboronic acid is a highly effective catalyst for dehydrative amidation between carboxylic acids and amines. Mechanistic studies suggest that a 2:2 mixed anhydride is expected to be the only active species, and the ortho-substituent of boronic acid plays a key role in preventing the coordination of amines to the boron atom of the active species, thus accelerating the amidation. This catalyst works for α-dipeptide synthesis.
Uncovering the importance of proton donors in TmI2-promoted electron transfer: Facile C-N bond cleavage in unactivated amides
Szostak, Michal,Spain, Malcolm,Procter, David J.
supporting information, p. 7237 - 7241 (2013/07/26)
Nonclassical lanthanide(II) iodides are modern reagents for the development of challenging electron-transfer processes. It was demonstrated that alcohols are critical for the formation of a thermodynamically more powerful reductant from TmI2 (thulium diiodide), the first nonclassical lanthanide(II) iodide in the series (TmI2, DyI2, NdI2). The TmI2(ROH)n reagent promotes an unprecedented cleavage of the σ C-N bond in amides. Copyright
Hydrogenation of BF2 complexes with 1,3-dicarbonyl ligands
?tefane, Bogdan,Polanc, Slovenko
experimental part, p. 2339 - 2343 (2009/07/18)
The catalytic hydrogenation (H2, Pd/C) of a set of BF2 complexes with a 1,3-dicarbonyl structural unit leading to monocarbonyl compounds has been studied. The transformation presented is general for the aryl-substituted derivatives and occurs under mild conditions (H2, 1 bar, 25 °C) in methanol or THF.
