Organic Letters 2012-04-06

Transition-metal-free intramolecular N-arylations.

Isabelle Thomé, Carsten Bolm

Index: Org. Lett. 14(7) , 1892-5, (2012)

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Abstract

N-Substituted phenoxazines and related aza analogs have been prepared from N-acetylated aryloxy anilides by transition-metal-free, base-catalyzed cyclization reactions. In the presence of a mixture of 10 mol % of N,N'-dimethylethylenediamine (DMEDA) and 2 equiv of K(2)CO(3) in toluene at 135 °C the products are obtained in high yields.