Pd(II)-catalyzed formal [4+1] cycloaddition reactions of diazoacetates and aryl propargyl alcohols to form 2,5-dihydrofurans.
A Pd(II)-catalyzed formal [4+1] cycloaddition of aryl diazoacetates and aryl propargyl alcohols is reported to afford 2,5-dihydrofuran derivatives as the dominant product over other traditional ones. The auto-tandem catalytic process is proposed to occur via Pd(II)-catalyzed intermolecular oxonium ylide formation and subsequent intramolecular trapping of the ylide with Pd(II)-activated alkynes.
Institute of Drug Discovery and Development, East China Normal University, Shanghai Engineering Research Centre for Molecular Therapeutics and New Drug Development, Shanghai, 200062, China.
Taoda
T
Shi
Xin
X
Guo
Shenghan
S
Teng
Wenhao
W
Hu
D000085:Acetates / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D001391:Azo Compounds / Q000737:chemistry*; D002384:Catalysis; D061565:Cycloaddition Reaction; D005663:Furans / Q000138:chemical synthesis*; D009861:Onium Compounds / Q000737:chemistry; D010165:Palladium; D020005:Propanols / Q000737:chemistry*
D000085:Acetates; D000480:Alkynes; D001391:Azo Compounds; D005663:Furans; D009861:Onium Compounds; D020005:Propanols; D010165:Palladium