Category: 23779-17-1

《Photomediated reductive coupling of nitroarenes with aldehydes for amide synthesis》 was published in Chemical Science in 2022. These research results belong to Li, Qingyao; Dai, Peng; Tang, Haidi; Zhang, Muliang; Wu, Jie. HPLC of Formula: 23779-17-1 The article mentions the following:

In view of the widespread significance of amide functional groups in organic synthesis and pharmaceutical studies, an efficient and practical synthetic protocol that avoids the use of stoichiometric activating reagents or metallic reductants is highly desirable. A straight-forward pathway to access amides from abundant chem. feedstock would offer a strategic advantage in the synthesis of complex amides. Authors herein disclose a direct reductive amidation reaction using readily available aldehydes and nitroarenes enabled by photo-mediated hydrogen atom transfer catalysis. It avoids the use of metallic reductants and production of toxic chem. waste. While aldehydes represent a classic class of electrophilic synthons, the corresponding nucleophilic acyl radicals could be directly accessed by photo hydrogen atom transfer catalysis, enabling polarity inversion. Authors method provides an orthogonal strategy to conventional amide couplings, tolerating nucleophilic substituents such as free alcs. and sensitive functional groups to amines such as carbonyl or formyl groups. The synthetic utilization of this reductive amidation is demonstrated by the late-stage modification of complex biol. active mols. and direct access of drug mols. leflunomide and lidocaine.N-(4-Iodophenyl)cyclopropanecarboxamide(cas: 23779-17-1HPLC of Formula: 23779-17-1) was used in this study.

N-(4-Iodophenyl)cyclopropanecarboxamide(cas: 23779-17-1) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).HPLC of Formula: 23779-17-1

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Korsager, Signe; Taaning, Rolf H.; Lindhardt, Anders T.; Skrydstrup, Troels published an article in Journal of Organic Chemistry. The title of the article was 《Reductive Carbonylation of Aryl Halides Employing a Two-Chamber Reactor: A Protocol for the Synthesis of Aryl Aldehydes Including 13C- and D-Isotope Labeling》.Safety of N-(4-Iodophenyl)cyclopropanecarboxamide The author mentioned the following in the article:

A protocol has been developed for conducting the palladium-catalyzed reductive carbonylation of aryl iodides and bromides using 9-methylfluorene-9-carbonyl chloride (COgen) as a source of externally delivered carbon monoxide in a sealed two-chamber system (COware), and potassium formate as the in situ hydride source. The method is tolerant to a wide number of functional groups positioned on the aromatic ring, and it can be exploited for the isotope labeling of the aldehyde group. Hence, reductive carbonylations run with 13COgen provide a facile access to 13C-labeled aromatic aldehydes, whereas with DCO2K, the aldehyde is specifically labeled with deuterium. Two examples of double isotopic labeling are also demonstrated. Finally, the method was applied to the specific carbon-13 labeling of the β-amyloid binding compound, florbetaben. After reading the article, we found that the author used N-(4-Iodophenyl)cyclopropanecarboxamide(cas: 23779-17-1Safety of N-(4-Iodophenyl)cyclopropanecarboxamide)

N-(4-Iodophenyl)cyclopropanecarboxamide(cas: 23779-17-1) belongs to anime. Amines characteristically form salts with acids; a hydrogen ion, H+, adds to the nitrogen. With the strong mineral acids (e.g., H2SO4, HNO3, and HCl), the reaction is vigorous. Salt formation is instantly reversed by strong bases such as NaOH. Neutral electrophiles (compounds attracted to regions of negative charge) also react with amines; alkyl halides (R′X) and analogous alkylating agents are important examples of electrophilic reagents.Safety of N-(4-Iodophenyl)cyclopropanecarboxamide

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In 2016,Rapid Communications in Mass Spectrometry included an article by Lebedev, A. T.; Mazur, D. M.; Kudelin, A. I.; Fedotov, A. N.; Gloriozov, I. P.; Ustynyuk, Yu. A.; Artaev, V. B.. Electric Literature of C10H10INO. The article was titled 《Cyclization of N-arylcyclopropanecarboxamides into N-arylpyrrolidinones-2 under electron ionization and in the condensed phase》. The information in the text is summarized as follows:

Mass spectrometry is known as an excellent method to predict the behavior of organic compounds in solution The behavior of organic compounds in the gas-phase inside an ion source of a mass spectrometer allows their intrinsic properties to be defined, avoiding the influence of intermol. interactions, counter ions and solvent effects. Arylpyrrolidinones-2 were obtained by condensed phase synthesis from the corresponding N-arylcyclopropanecarboxamides. Electron ionization (EI) with accurate mass measurements by high-resolution time-of-flight mass-spectrometry and quantum chem. calculations were used to understand the behavior of the mol. radical cations of N-arylcyclopropanecarboxamides and N-arylpyrrolidinones-2 in the ion source of a mass spectrometer. The geometries of the mols., transition states, and intermediates were fully optimized using DFT-PBE calculations Fragmentation schemes, ion structures, and possible mechanisms of primary isomerization were proposed for isomeric N-arylcyclopropanecarboxamides and N-arylpyrrolidinones-2. Based on the fragmentation pattern of the N-arylcyclopropanecarboxamides, isomerization of the original M+· ions into the M+· ions of the N-arylpyrrolidinones-2 was shown to be only a minor process. On the contrary, this cyclization proceeds easily in the condensed phase in the presence of the Bronsted acids. Based on the exptl. data and quantum chem. calculations the principal mechanism of decomposition of the mol. ions of N-arylcyclopropanecarboxamides involves their direct fragmentation without any rearrangements. An alternative mechanism is responsible for the isomerization of a small portion of the higher energy mol. ions into the corresponding N-arylpyrrolidinones-2 ions. The experimental process involved the reaction of N-(4-Iodophenyl)cyclopropanecarboxamide(cas: 23779-17-1Electric Literature of C10H10INO)

N-(4-Iodophenyl)cyclopropanecarboxamide(cas: 23779-17-1) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Electric Literature of C10H10INO

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com