Adduct

Oceanography

Physics

Geology

Astronomy

Radical

Catalysis

Component (thermodynamics)

Organic chemistry

Chemistry

Combinatorial chemistry

Substrate (aquarium)

Functional group

Methylene

Alkyl

Polar

Halogen

Coupling reaction

Polymer

Annulation

Photochemistry

Thermodynamics

Organic Letters

An ambient-light-promoted and metal-free three-component reaction of active methylene compounds, perfluoroalkyl iodides, and guanidines/amidines is reported. This constitutes a powerful method to prepare perfluoroalkylated pyrimidines with mild reaction conditions, broad substrate scope, excellent functional group tolerance, and simple operation. A radical/polar mechanism involving the formation of a halogen-bond adduct and radical cross-coupling is proposed.

Ambient-Light-Promoted Three-Component Annulation: Synthesis of Perfluoroalkylated Pyrimidines