Application of Organosuperbases to Total Synthesis

Deep eutectic solvent promoted highly efficient synthesis of N, N’-diarylamidines and formamides

“…Amidines and their derivatives have important industrial applications in catalyst chemistry [31], material science biological chemistry [33][34][35], nitrogen based superbase [36] promoted organic reactions and switchable solvents [37][38][39][40][41]. A review of synthetic methods in the literature indicates that nitriles, amides and dithiocarbamates in the presence of either protic acid or Lewis acid are the most common building blocks for the synthesis of unsymmetrical amidines.…”

A Synthesis of Acetamidines

“…Amidines have applications in diverse areas such as catalyst design, material science, medicinal chemistry, and superbase promoted reactions. Our interest in this functional group stems from its application in materials that can change their properties depending on the concentration of carbon dioxide.…”

Amidine Production by the Addition of NH3 to Nitrile(s) Bound to and Activated by the Lewis Acidic [Re6(μ3-Se)8]2+ Cluster Core

“…No similar hexametal cluster systems have shown such reactivity. In an effort to assess the scope of the reactions supported by the Lewis acidic [Re 6 (μ 3 -Se) 8 ] 2+ cluster core and with the hope of discovering other synthetically significant chemical transformations, we have recently set out to explore the synthesis of amidines, a family of compounds that are significant in medicinal chemistry, − for CO 2 /CS 2 sequestration, , and as ligands for the synthesis of metallocyclic and heterocyclic complexes, − It is of note that amidines are among the strongest neutral bases, protonation of which leads to the corresponding amidinium salts, which are useful as precursors to stable carbenes and as organocatalysts . We note that the synthesis of amidines usually involves the multistep Pinner reaction using free nitriles and a strong acid or relies on additions to single-metal-activated nitriles .…”