Synlett

2-Nitroso-N-arylanilines: Products of Acid-Promoted Transformation of σH Adducts of Arylamines and Nitroarenes

Z Wróbel, A Kwast

Index: Wrobel, Zbigniew; Kwast, Andrzej Synlett, 2007 , # 10 p. 1525 - 1528

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Citation Number: 25

Abstract

In our studies on the synthesis of polycyclic nitrogen heterocycles, we investigated the reactions of carbanions and other nucleophiles with nitroaromatic compounds, promoted by the Lewis acids, leading to substituted quinoline, [5] [6] 1-hydroxyindole [6] or 2,1-benzisoxazole [7] and also more complex polycyclic heterocyclic structures. [8] The common intermediates in these one-pot reactions seem to be the s H adducts of the nucleophiles to the nitroarenes, ...