Annulation of CF<sub>3</sub>–Imidoyl Sulfoxonium Ylides with 1,3-Dicarbonyl Compounds: Access to 1,2,3-Trisubstituted 5-Trifluoromethylpyrroles
Si Wen, Qingyu Tian, Yanhui Chen, Yu‐Qing Zhang, Guolin Cheng
Abstract
A lithium-bromide-promoted nucleophilic substitution/annulation cascade reaction between CF3-imidoyl sulfoxonium ylides and 1,3-dicarbonyl compounds has been established, and the corresponding 1,2,3-trisubstituted 5-trifluoromethylpyrroles have been obtained in 27–78% yield. This reaction features a broad substrate scope and generates dimethyl sulfoxide and H2O as byproducts.
Topics & Concepts
AnnulationChemistryYield (engineering)Lithium (medication)BromideCombinatorial chemistryMedicinal chemistryNucleophileSubstrate (aquarium)CascadeScope (computer science)Organic chemistryCatalysisProgramming languageComputer scienceChromatographyMedicineOceanographyMetallurgyEndocrinologyGeologyMaterials scienceFluorine in Organic ChemistryCyclopropane Reaction MechanismsCatalytic C–H Functionalization Methods