TY - JOUR
T1 - Ambient-Light-Promoted Three-Component Annulation
T2 - Synthesis of Perfluoroalkylated Pyrimidines
AU - Wang, Rui
AU - Guan, Wei
AU - Han, Zheng Bo
AU - Liang, Fushun
AU - Suga, Takeo
AU - Bi, Xihe
AU - Nishide, Hiroyuki
N1 - Funding Information:
Financial support from NSFC (21172034, 21372039, 21372038, and 21522202) is greatly acknowledged.
Publisher Copyright:
© 2017 American Chemical Society.
PY - 2017/5/5
Y1 - 2017/5/5
N2 - 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.
AB - 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.
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U2 - 10.1021/acs.orglett.7b00894
DO - 10.1021/acs.orglett.7b00894
M3 - Article
C2 - 28414451
AN - SCOPUS:85019034299
SN - 1523-7060
VL - 19
SP - 2358
EP - 2361
JO - Organic Letters
JF - Organic Letters
IS - 9
ER -