- Intramolecular direct C-H arylation approach to fused purines. Synthesis of purino[8, 9-f]phenanthridines and 5, 6-dihydropurino[8, 9-a]isoquinolines
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(Figure Presented) Intramolecular C-H arylations were employed as a key step in the synthesis of hitherto unknown fused purine systems: 13-substituted purino[8, 9-f]phenanthridines and 11-substituted 5, 6-dihydro-purino[8, 9-a]isoquinolines. The purino[8, 9-f]phenanthridines were prepared in moderate yields by double C-H arylations of 9-phenylpurines with 1, 2-diiodobenzene or, more efficiently, by con-secutive Suzuki coupling of 9-(2-bromophenyl)purines with 2-bromophenylboronic acid followed by intramolecular C-H arylation. 5, 6-Dihydropurino[8, 9-a]isoquinolines were prepared in quantita-tive yields by intramolecular C-H arylations of 9-(2-chloropnenethyl)purines.
- Cerna, Igor,Pohl, Radek,Klepetarova, Blanka,Hocek, Michal
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supporting information; experimental part
p. 2302 - 2308
(2010/07/05)
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