1199-87-7Relevant articles and documents
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.
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.
