Studies on the Oxidative Addition of N,N-Dimethylamine to Bromojuglones and Bromomethyljuglones.

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The nucleophilic addition of dimethylamine to bromojuglones and bromomethyljuglones is followed by elimination of hydrogen bromide or oxidation. With 2-bromojuglone, the oxidative process predominates at low temperature. The regiochemistry of the addition is a function of the temperature and of the position of the bromine atom (C-2 or C-3) on the quinone.

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