トリフレート体を経る芳香族性水酸基の新規除去法

抄録

The removal of hydroxyl groups from aromatic rings is among the most fundamental subjects in organic synthetic chemistry, although phenolic hydroxyl groups are quite stable under various reaction conditions. We have recently established that a Pd/C–Et₂NH system efficiently catalyzed the hydrogenolysis of aromatic mesylates. We are now in a position to disclose that the Pd/C–Mg–MeOH system is efficient for elimination of the aromatic triflates without a hydrogen gas. The mechanism of this reaction is very attractive. In addition, we also found that the addition of catalytic amounts of ammonium acetate dramatically accelerated the reaction rate, expanded the application of this method and improved the yields.

Scheme 1