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An Aminoisoflavone -Salicyloylindole Ring Transformation. -Nitroisoflavones are precursors of aminoisoflavones are prepared from different starting materials via acetic acid derivatives such as (I). The reduction of the nitroisoflavones is carried out by using either palladium on carbon in the presence of cyclohexene or by zinc dust. Surprisingly, reduction of nitroisoflavones (VI) affords only the salicyloylindoles (VII) instead of the expected aminoisoflavones. Reduction of flavone (VIII) yields both the N-alkylated salicyloylindole (XI) as well as the corresponding aminoisoflavone (IX), depending on the reaction time. Isoflavylium acetate (XII) is transformed into aminoisoflavone (XIII) as a sole product after 30 minutes. Prolonged reduction time furnishes additionally the salicyloylindole (XIV). A mechanism for the ring transformation is postulated. -(LOEWE*, W.; WITZEL, S.; TAPPMEYER, S.; ALBUSCHAT, R.; J. Heterocycl. Chem. 41 (2004) 3, 317-326; Inst.

A series of 2'-nitroisoflavones 8-10, 15, 22, 27 and 28 was prepared via the (2-nitro-phenyl)-acetic acids 1, 13, 19 and 25. In order to obtain the corresponding 2'-aminoisoflavones the reduction of 8-10, 15, 22, 27 and 28 was undertaken. Surprisingly, new 3-salicyloylindoles instead of the expected 2'-aminoisoflavones were the main reduction products. In the following paper the preparation of the 2'-nitroisoflavones 8-10, 15, 22, 27 and 28 as well as the reduction experiments obtaining the 2'-aminoisoflavones 33 and 35 and the 3-salicyloylindoles 29-32, 34 and 36 will be described. Furthermore, a possible mechanism responsible for the formation of the 3-salicyloylindoles from 2'-nitroisoflavones under reductive conditions will be discussed.

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Fused pyrimidine derivatives R 0515 4-Anilinoquinazolines with Lavendustin A Subunit as Inhibitors of EpidermalGrowth Factor Receptor Tyrosine Kinase: Syntheses, Chemical and Pharmacological Properties. -4-Anilinoquinazolines (V) demonstrate moderate inhibition of epidermal growth factor receptor tyrosine kinase and cause antiproliferative to cytotoxic effects on certain human cancer cell lines. -(ALBUSCHAT, R.; LOEWE*, W.; WEBER, M.; LUGER, P.; JENDROSSEK, V.; Eur.