Ruthenium-Catalyzed Sequential Enyne Cross-Metathesis/ATRA Reactions
Sequential enyne cross-metathesis reactions of arylalkynes with ethylene followed by atom transfer radical addition (ATRA) with ethyl dichloroacetate or dichloroacetonitrile provide 1,5-dichloropent-2-ene derivatives. The second-generation Grubbs alkylidene complex [RuCl2(=CHPh)(PCy3)(NHC)] [NHC = 1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene] is used as the catalyst precursor for both reactions. Preliminary results show that the reaction products can be converted into vinylcyclopropanes by dechlorination with magnesium or manganese.
Keywords: Atra ; Metathesis ; Radical reactions ; Ruthenium ; Transfer Radical-Addition ; Cyclization Atrc Reactions ; Carbon-Tetrachloride ; 1,3-Diene Synthesis ; Kharasch Additions ; Carbene Complexes ; Natural-Products ; Tandem Catalysis ; Schiff-Base ; Ethylene
Record created on 2011-11-18, modified on 2016-08-09