SuwznzaryThe heteroarylation reaction between indole and tically useful 3-(2-piperidyl)indoles, which form the skeleton 4-substituted pvridines under acylating conditions, of a large number of indole alkaloids, and a method for their followed by acidic cyclisation, provides a useful route to conversion into the anti-tumour alkaloid, olivacine.2 indole alkaloids, as exemplified by a new synthesis of Since only a few examples of heteroarylation reactions olivacine.between indole and 4-substituted pyridines have been r e p ~r t e d , ~ we examined the condensation of indole with WHILST studying1 enamide cyclisation under acylating pyridines, possessing an electron-attracting group a t the conditions, we found a simple preparation of the synthe-4-position, in the presence of an acylating agent.

Polymer‐Matrices verschiedenen Typs (A bzw. B), die mit Hydrazinosulfonylgruppen funktionalisiert sind, werden ausgehend von makroreticularen Copolymerharzen (Polystyrol‐Divinylbenzol) durch Chlorsulfonierung Vund nachfolgende Hydrazinolyse dargestellt; sie setzen sich mit Carbonylverbindungen (II) bzw. (IV) zu entsprechenden Hydrazonen (III) bzw. (V) um, wobei das Ausmaß der Reaktion jeweils vom eingesetzten Polymer‐Typ und von der Größe der Carbonyl‐ Verbindung abhängt.

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C-C bond formation O 0282Effect of the Use of Bulky Alkylphosphines in the Sonogashira Coupling with Aqueous Ammonia. -The Sonogashira coupling of terminal alkynes and aryl bromides with aqueous ammonia catalyzed by an in situ formed palladium complex of a bulky alkylphosphine furnishes the coupling product at room temperature. One-pot reaction of Sonogashira coupling followed by intramolecular cyclization with 2-hydroxy-VII) or 2-amino-(IX) aryl bromides leads to a facile synthesis of benzofuran (VIII) and indole (X) derivatives. -(FUKUOKA, S.; NAITO, T.; SEKIGUCHI, H.; SOMETE, T.; MORI*, A.; Heterocycles 76 (2008) 1, 819-826; Dep. Chem. Sci. Eng., Fac. Eng., Kobe Univ., Nada, Kobe 657, Japan; Eng.) -H. Haber

Das 3‐Chlor‐2‐phenethyl‐isochinolon (I) cyclisiert bei UV‐Bestrahlung in methanolischer Lösung intramolekular zum 8‐Oxoprotoberberin‐Derivat (II).