Electrophilic Reaction of 2,2,2-Trifluoro­diazoethane with the in Situ Generated <i>N</i>‑Heterocyclic Carbenes: Access to <i>N</i>‑Aminoguanidines

A facile and efficient electrophilic reaction of 2,2,2-trifluorodiazoethane (CF₃CHN₂) with the in situ generated <i>N</i>-heterocyclic carbenes is reported. Under basic conditions, a series of trifluoromethylated <i>N</i>-aminoguanidines were obtained in good to high yields. Furthermore, this protocol was applied in the synthesis of the agrochemical Imidacloprid analogue

Electrophilic Reaction of 2,2,2-Trifluoro­diazoethane with the in Situ Generated <i>N</i>‑Heterocyclic Carbenes: Access to <i>N</i>‑Aminoguanidines

A facile and efficient electrophilic reaction of 2,2,2-trifluorodiazoethane (CF₃CHN₂) with the in situ generated <i>N</i>-heterocyclic carbenes is reported. Under basic conditions, a series of trifluoromethylated <i>N</i>-aminoguanidines were obtained in good to high yields. Furthermore, this protocol was applied in the synthesis of the agrochemical Imidacloprid analogue

Chiral Phosphoric Acid Catalyzed Enantioselective Decarboxylative Alkylation of β‑Keto Acids with 3‑Hydroxy-3-indolyloxindoles

A chiral phosphoric acid catalyzed enantioselective decarboxylative alkylation of β-keto acids with 3-hydroxy-3-indolyloxindoles is described in this context. This method tolerates a series of aromatic and aliphatic β-keto acids as well as substituted 3-hydroxy-3-indolyloxindoles, affording the corresponding chiral 3-functionalized 3-indolyloxindoles in high yields (up to 98%) and enantioselectivities (up to 99% ee)

K₂CO₃‑Catalyzed (3 + 2) Cycloaddition Reaction of <i>N</i>‑2,2,2-Trifluoroethylisatin Ketimines with Azodicarboxylates: Access to Spirooxindoles Containing Trifluoromethyl-1,2,4-triazolines

Potassium carbonate-catalyzed (3 + 2) cycloaddition reaction between N-2,2,2-trifluoroethylisatin ketimines and azodicarboxylates has been developed, constructing a series of novel N-heterocycle infused spirooxindoles in good to excellent yields (up to 98%) under milder conditions. The presence of both biologically active oxindole and trifluoromethyl-1,2,4-triazoline moieties in these novel spirocyclic compounds would provide new lead structures in the discovery of heterocyclic compounds with potential pharmaceutical activities