An efficient and convenient method for the synthesis of oxalamides by the reaction of β-ketoamides with tertiary amines and TBHP was developed. A variety of β-ketoamides and tertiary amines substrates were well-tolerated in this transformation. Based on the control experiments, a plausible mechanism for this reaction was proposed that involved the tandem oxidation/amination process. In addition, α,β-epoxy amides could be obtained by adjusting the reaction conditions.

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.joc.3c02119DOI Listing

Publication Analysis

Top Keywords

tertiary amines
12
synthesis oxalamides
8
αβ-epoxy amides
8
β-ketoamides tertiary
8
tbhp mediated
4
mediated c-n
4
c-n bond
4
bond cleavage
4
cleavage tertiary
4
amines synthesis
4

Similar Publications

Azo dyes constitute 60-70% of commercially used dyes and are complex, carcinogenic, and mutagenic pollutants that negatively impact soil composition, water bodies, flora, and fauna. Conventional azo dye degradation techniques have drawbacks such as high production and maintenance costs, use of hazardous chemicals, membrane clogging, and sludge generation. Constructed Wetland-Microbial Fuel Cells (CW-MFCs) offer a promising sustainable approach for the bio-electrodegradation of azo dyes from textile wastewater.

View Article and Find Full Text PDF

As the chip of synthetic biology, enzymes play a vital role in the bio-manufacturing industry. The development of diverse functional enzymes can provide a rich toolbox for the development of synthetic biology. This article reports the construction of an artificial enzyme with the introduction of a non-natural cofactor.

View Article and Find Full Text PDF

The specific fluorescent detection of α-methyltryptamine (AMT) presents a great challenge because similar amine groups and benzene rings exist in a variety of amines. Here, we show the precise modulation of the electron-withdrawing strength of the π-conjugate bridge in aldehyde-containing Schiff base-based fluorescent probes for ultratrace AMT discrimination. It is found that different electron-withdrawing groups -CH, -CHN, and -CHBr as the π-conjugate bridge of the 2-dicyanomethylidene-3-cyano-4,5,5-trimethyl-2,5-dihydrofuran (TCF)-based probes can classify and identify organic amines with different amine nucleophilicities.

View Article and Find Full Text PDF

This study evaluated the effects of chemical modification, including ethanol, acetic acid, and natural deep eutectic solvents (NADES), on the secondary and tertiary structures, hydrophobicity, free amine content, protein-protein interactions, and functional properties of zein. The NADES used included choline chloride: oxalic acid, choline chloride: urea, choline chloride: glycerol, and glucose: citric acid. The results reveal that the NADES system significantly altered zein's structures, as evidenced by Fourier transform infrared spectroscopy, fluorescence, and Ultraviolet-Visible Spectroscopy analysis.

View Article and Find Full Text PDF

Selective Synthesis of Amines by Heterogeneous Co Catalysts via Borrowing Hydrogen Protocols.

Org Lett

January 2025

Laboratory for Materials and Structures, Institute of Innovative Research, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama, Kanagawa 226-8501, Japan.

Developed Co-MgO/TiO was applicable to C-N bond formation by direct amination of primary and secondary alcohols with NH via a borrowing hydrogen protocol. Selective synthesis of primary, secondary, and tertiary amines was achieved by controlling the reaction conditions. Asymmetric secondary amines can be synthesized by the coupling of alcohols and amines.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!