Reactions of Trimethylsilylmethyl Azide with Aromatic Acid Derivatives Catalyzed by Fluoride Ion
The treatment of an aromatic acid halide with trimethylsilylmethyl azide (TMSMA) in the presence of potassium fluoride and crown ether gave triazine, methanediamine, and benzamide derivatives, while the reaction of acid anhydride with TMSMA gave tertiary amine together with methanediamine and benzamide under similar conditions.
Outer-sphere coordination chemistry: Amido-ammonium ligands as highly selective tetrachloridozinc(II)ate extractants
Eight new amido functionalized reagents, L1-L8, have been synthesized containing the sequence of atoms R2N-CH 2-NR′-CO-R″, which upon protonation forms a six-membered chelate with a hydrogen bond between the ter
Turkington, Jennifer R.,Cocalia, Violina,Kendall, Katrina,Morrison, Carole A.,Richardson, Patricia,Sassi, Thomas,Tasker, Peter A.,Bailey, Philip J.,Sole, Kathryn C.
p. 12805 - 12819
(2013/02/22)
Reactions of (benzamidomethyl)triethylammonium chloride with some inorganic nucleophiles in aqueous media
A variety of benzamidomethyl derivatives were prepared in water under alkaline conditions (pH>9) via reaction of (benzamidomethyl)triethylammonium chloride (1) with different inorganic nucleophiles. Reaction of 1 with hydroxylamine did not give the expect
Benzamidomethylation with (benzamidomethyl)triethylammonium chloride. 2. A simple method for benzamidomethylation of thiols, amines and carboxylic acids
Thiols and amines were benzamidomethylated in water solution at room temperature with (benzamidomethyl)triethylammonium chloride (1) in the presence of a small quantity of triethylamine (pH>9). Benzamidomethyl thioethers (3a-d) and (benzamidomethyl)amines or di(benzamidomethyl)amines (5) were obtained in high yields (>90%) as well as S(CH2NHBz)2 in a reaction of 1 with Na2S. Benzamidomethyl esters RCOOCH 2NHBz were obtained (60-75%) in reactions of carboxylic acids with 1 in chloroform or dioxane.