Sulfated tungstate catalyzed activation of nitriles: addition of amines to nitriles for synthesis of amidines

One-pot synthesis of polysulfonate by a cascading sulfur(vi) fluorine exchange (SuFEx) reaction and cyanosilylation of aldehyde

“…Cyano as a functional group can undergo many reactions, which provides a platform for post-polymerization modification. As shown in Scheme 3, a bulk macromolecule Post-P4 was synthesized through the addition reaction of P4 with p-phenylenediamine under the catalysis of sulfated tungstate 38 to form a bis-amidine group, which allows the intermolecular chains to be chemically cross-linked. FT-IR demonstrated the generation of amidine groups (Fig.…”

Amidines from cyclic amines and nitriles in the presence of zinc(ii): other nitriles in place of acetonitrile

“…18 On the other hand, some metal ions have been shown to act as extremely strong activators of nitriles toward nucleophilic attack. 14,[19][20][21][22][23][24][25][26][27][28][29] Ir(III), Pt(II), Pt(IV), Pd(II), Rh(III) and Ru(II) are a few examples that display this type of behavior. In the majority of metal-mediated syntheses, nitrile is first coordinated to the metal ion, 7,30,31 leading to a redistribution of the electron density in the CRN moiety, making it more reactive toward nucleophiles.…”

Strategy for Synthesizing Novel Acetamidines as CO2-Triggered Switchable Surfactants via Acetimidates

“…Amidines can be synthesized using various strategies, such as the nucleophilic addition of amines to nitriles [23], reaction of catalytic three-component coupling [24], displacement reaction of imidates with amines [25,26], and the Scoggins procedure [27,28]. Of these synthetic methods, the Scoggins procedure involving primary amines and N,N-dimethylacetamide dimethyl acetal can synthesize long-chain aliphatic amidines and aromatic amidines with a high yield of 90% accompanied by the formation of a small amount of imidates as a by-product [27,28].…”