Isoaminile as Inhibitor of Muscarinic and Nicotinic Ganglionic Receptors

ortho-Cyanomethylation of aryl fluoroalkyl sulfoxides via a sulfonium–Claisen rearrangement

“…Synthesis of 2-(2-((trifluoromethyl)thio)phenyl)pent-4enenitrile (5) To the solution of (i-pr) 2 NH (84 µL, 0.6 mmol) in THF (1.5 mL), n-BuLi (1.6 M, 0.37 mL) was added slowly at −78 °C.…”

“…2 Moreover, the arylacetonitrile motif can be employed as a fundamental building block in the synthesis of heterocycles. 3 Arylacetonitriles, apart from being popular synthetic intermediates, exhibit biological activity and are present as structural motifs in several commercialized drugs, including verapamil, 4 isoaminile, 5 inhibitor anastrozole, 6 or cilomilast. 7 On the other hand, the fluoroalkylthio groups (-SR F ), including -SCH 2 F, -SCHF 2 , and -SCF 3 , are highly lipophilic which is due to the combination of the high electronegativity of the fluorine atoms and the electron density of sulfur.…”

“…2 Moreover, the arylacetonitrile motif can be employed as a fundamental building block in the synthesis of heterocycles. 3 Arylacetonitriles, apart from being popular synthetic intermediates, exhibit biological activity and are present as structural motifs in several commercialized drugs, including verapamil, 4 isoaminile, 5 inhibitor anastrozole, 6 or cilomilast. 7…”