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ChemComm
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COMMUNICATION
Journal Name
Xi, H. Yi and A. Lei, Org. Biomol. Chem.D,O2I0:1103.,101319,/2C37C8C70; 1(8d1)3SD.
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Scheme 3. Possible reaction mechanism.
radical
to provide a cyclohexadienyl-type radical
oxidation of radical with the ruthenium(III) species affords
the carbocation intermediate E. Finally, the intermediate
aromatized to give the desired phenanthridine product 3aa by a
deprotonation step.
In conclusion, we presented a new approach for the
synthesis of phenanthridines and Isoquinolines, through a
single electron oxidation of ethers under the mild reaction
conditions. Further applications of this catalytic system in
organic synthesis are currently underway in our laboratory.
C
, which goes through intramolecular radical cyclization
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This work was supported by the National Science Foundation
of China (21125207, 21372103, 21472079 and 21572088),
SRFDP (20130211110018), PCSIRT (IRT_15R28) and the
Fundamental Research Funds for the Central Universities
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16 When a methoxyl was located on the meta-position of the
aryl ring, two regioisomers 3xa and 3xa' were obtained in
82% total yield with a ratio of 1.7:1, respectively.
17 The detail of KIE experiment see Supporting Information.
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6
4 | J. Name., 2012, 00, 1-3
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