Sequential ATRA-Reductive Cyclopropanation Reactions with a Ruthenium Catalyst in the Presence of Manganese
Atom-transfer radical addition (ATRA) reactions of ethyl trichloroacetate, dichloromalononitrile, or diethyl 2,2-dichloromalonate with olefins followed by dechlorination have provided functionalized cyclopropanes in one step. The RuIII complex [Cp*RuCl2(PPh3)] was used as a catalyst precursor and commercial Mn powder as reducing agent. Reactions with the less activated substrate ethyl dichloroacetate gave ATRA products with high turnover numbers but cyclopropanation was not observed.
Keywords: Cyclopropanation ; Radical reactions ; Reduction ; Ruthenium ; Manganese ; Transfer Radical-Addition ; Cyclization Atrc Reactions ; Donor-Acceptor Cyclopropanes ; Carbon-Carbon Bonds ; Kharasch Addition ; Organic-Synthesis ; Reducing Agent ; Tandem Catalysis ; Controlled Polymerization ; Copper-Complexes
Record created on 2011-03-10, modified on 2016-08-09