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SYNTHESIS OF BENZO[4,5]IMIDAZO[2,1-A]ISOQUINOLINES VIA INTRAMOLECULAR C-H BOND FUNCTIONALIZATION

Lu Chen, Xian Zhang, Bin Chen, Bin Li, Yi Biao Li
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Abstract


The preparationof benzo[4,5]imidazo[2,1-a]isoquinolines has been achieved using  PdCl2/PPh3 as catalyst.This protocol has such followingadvantages as simple sequential work-up, good selectivity and toleranceuniversality for functional groups. A wide range of (Z)-2-bromovinylamines, andwith-drawing or electron-donating 2-chlorophenylboronic acids were able to undergo sequentialprocess smoothly to generate the corresponding benzo[4,5]imidazo[2,1-a]isoquinolines products with the yield 62~77%.

Keywords


isoquinolines; C–H functionalization; heteroannulation; intramolecular arylation; palladium catalysis.

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