1199-87-7Relevant academic research and scientific papers
Direct Regioselective Synthesis of Tetrazolium Salts by Activation of Secondary Amides under Mild Conditions
Tona, Veronica,Maryasin, Boris,De La Torre, Aurélien,Sprachmann, Josefine,González, Leticia,Maulide, Nuno
supporting information, p. 2662 - 2665 (2017/05/24)
Tetrazolium salts are biologically active molecules that have found broad applications in biochemical assays. A regioselective synthesis of tetrazolium salts is described through a formal (3 + 2) cycloaddition. The possibility of employing simple amides and azides as starting material and the mild conditions allow a broad functional group tolerance.
N-Acyl-N-(4-chlorophenyl)-4-nitrobenzenesulfonamides: Highly selective and efficient reagents for acylation of amines in water
Ebrahimi, Sara,Saiadi, Safoura,Dakhilpour, Simin,Mirsattari, Seyed Nezamoddin,Massah, Ahmad Reza
, p. 95 - 104 (2016/04/26)
A variety of N-acyl-N-(4-chlorophenyl)-4-nitrobenzenesulfonamides (1a-e) were synthesized in one pot from 4-chloroaniline under solvent-free conditions and have been developed as chemoselective N-acylation reagents. Selective protection of primary amines in the presence of secondary amines, acylation of aliphatic amines in the presence of aryl amines, and monofunctionalization of primary-secondary diamines as well as selective N-acylation of amino alcohols using these reagents are described. All of the acylation reactions were carried out in water as a green solvent. High stability and easy preparation of these acylating reagents are other advantages of this method.
Colloid and nano-sized catalysts in organic synthesis: X. Synthesis of carboxamides by direct amidation of carboxylic acids and transamidation catalyzed by colloid copper
Mokhov,Popov, Yu. V.,Budko
, p. 820 - 826 (2015/06/08)
Abstract It was found that in the presence of colloid copper the direct amidation of some carboxylic acids with primary and secondary amines in benzene with azeotropic distillation of water became possible. The catalyst was proven to be suitable also for transamidation reaction of a number of carboxylic acid amides under mild conditions in solvent-free conditions.
Rapid Vortex Fluidics: Continuous Flow Synthesis of Amides and Local Anesthetic Lidocaine
Britton, Joshua,Chalker, Justin M.,Raston, Colin L.
supporting information, p. 10660 - 10665 (2015/07/20)
Thin film flow chemistry using a vortex fluidic device (VFD) is effective in the scalable acylation of amines under shear, with the yields of the amides dramatically enhanced relative to traditional batch techniques. The optimized monophasic flow conditions are effective in ≤80seconds at room temperature, enabling access to structurally diverse amides, functionalized amino acids and substituted ureas on multigram scales. Amide synthesis under flow was also extended to a total synthesis of local anesthetic lidocaine, with sequential reactions carried out in two serially linked VFD units. The synthesis could also be executed in a single VFD, in which the tandem reactions involve reagent delivery at different positions along the rapidly rotating tube with in situ solvent replacement, as a molecular assembly line process. This further highlights the versatility of the VFD in organic synthesis, as does the finding of a remarkably efficient debenzylation of p-methoxybenzyl amines.
Fe3+-exchanged clay catalyzed transamidation of amides with amines under solvent-free condition
Ayub Ali, Md.,Hakim Siddiki,Kon, Kenichi,Shimizu, Ken-Ichi
supporting information, p. 1316 - 1319 (2014/03/21)
Fe3+-exchanged montmorillonite is shown to be an effective and reusable heterogeneous catalyst for the transamidation of various amides and amines under solvent-free condition. The catalyst shows high yields and wide substrate scope.
Enzymes in organic synthesis - VII: Enzymatic acylation of amines
Djeghaba,Deleuze,De Jeso,Messadi,Maillard
, p. 761 - 762 (2007/10/02)
Lipases and esterases catalyze amide synthesis from primary amines in the presence of various esters. Lipase SP 382 exhibited a very high activity and specificity.
