The first I2-mediated synthesis of 2-formylpyrroles from pyridinium salts is reported. This protocol enables the synthesis of diversely substituted 2-formylpyrroles in good yields under operationally simple conditions. The detailed mechanistic studies reveal that the reaction proceeds via a novel H2O-triggered ring opening of the pyridinium salt and a subsequent intramolecularly nucleophilic addition sequence.

A direct pyridinium C–H sulfonylimination has been developed for the synthesis of sulfonyl iminopyridine derivatives with high efficiency. This transformation features the direct and efficient formation of a CN bond with a high functional group tolerance under metal-free conditions. The spectroscopic properties potentially enable these sulfonyl iminopyridine compounds to be useful new emitting materials.

The catalyst-free oxidative cleavage of (Z)-triaryl-substituted alkenes bearing pyridyl motif with ambient air under irradiation of blue LED at room temperature has been developed. The reaction was facile and scalable,...

The Cu‐catalyzed high‐chemoselective trifluoromethylation reactions of unactivated cycloalkenes via the modulation of appropriate ligands have been explored. The Cu(I)/appropriate ligands‐catalytic systems overcome the key challenge in differentiating two pathways involving radical intermediates and provide a ligand‐controlled approach for site‐specific spiro‐aryltrifluoromethylation and chlorotrifluoromethylation to afford trifluoromethylated spiro‐tetrahydroquinoline compounds and vicinal Cl‐containing trifluoromethyl cycloalkanes. Moreover, compared with reported chlorine sources, 1,2‐dichloroethane is used as more green and economical feedstock for chlorotrifluoromethylation.