5 years ago

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

Ambient-Light-Promoted Three-Component Annulation: Synthesis of Perfluoroalkylated Pyrimidines
Rui Wang, Wei Guan, Takeo Suga, Hiroyuki Nishide, Zheng-Bo Han, Xihe Bi, Fushun Liang
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.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b00894

DOI: 10.1021/acs.orglett.7b00894

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