90172-60-4Relevant academic research and scientific papers
Latent Bronsted Base Solvent-Assisted Amide Formation from Amines and Acid Chlorides
Otsuka, Rikuto,Maruhashi, Kazuo,Ohwada, Tomohiko
supporting information, p. 2041 - 2057 (2018/05/04)
Weakly basic amines, including even neutral amines such as nitroaniline and aminocarboxylic acids, react with acid chlorides very efficiently in N, N -dimethylacetamide (DMAC), without addition of a base, to give the corresponding amides in high yields. The role of DMAC and related solvents as latent Bronsted bases was studied in these amidation reactions. Less basic amines, such as aromatic amines, reacted with benzoyl chloride faster than more basic aliphatic amines.
Manganese-Mediated Reductive Transamidation of Tertiary Amides with Nitroarenes
Cheung, Chi Wai,Ma, Jun-An,Hu, Xile
supporting information, p. 6789 - 6792 (2018/05/29)
Amides are an important class of organic compounds, which have widespread industrial applications. Transamidation of amides is a convenient method to generate new amides from existing ones. Tertiary amides, however, are challenging substrates for transamidation. Here we describe an unconventional approach to the transamidation of tertiary amides using nitroarenes as the nitrogen source under reductive conditions. Manganese metal alone mediates the reactions and no additional catalyst is required. The method exhibits broad scope and high functional group tolerance.
Unexpected synthesis of N-Acyl indolines via a consecutive cyclization of iminophosphorane
Li, Wen-Jing,Zhao, Fen-Fen,Ding, Ming-Wu
, p. 265 - 267 (2011/03/20)
N-Acyl indolines were obtained unexpectedly from a consecutive cyclization of iminophosphorane in refluxing xylene or 1,2-dichlorobenzene in good yields. This new approach provides an efficient and direct access to the biologically important indolines which are further oxidizable to indoles and oxindoles. Georg Thieme Verlag Stuttgart.
p-Fluorobenzoyl Chloride for Characterization of Active Hydrogen Functional Groups by Fluorine-19 Nuclear Magnetic Resonance Spectrometry
Spratt, M. P.,Dorn, H. C.
, p. 2038 - 2043 (2007/10/02)
The base-catalyzed reactions of p-fluorobenzoyl chloride provide a convenient method for (19)F NMR analysis of alcohols, phenols, carboxylic acids, amines, and thiols.The (19)F chemical shift and yield data for p-fluorobenzoyl derivatives for nearly 100 compounds are presented.The yield data for these p-fluorobenzoyl derivatives suggest a simple, and in many cases, quantitative method for introducing a fluorine tagging group.The (19)F chemical shifts indicate a wide chemical shift range (ca. 10 ppm) for a large number of compounds.Furthermore, most chemical classes (e.g., phenols, alcohols, etc.) have fairly well resolved chemical shift regions.
