Tetrahedron

Palladium-catalyzed intramolecular α-arylation of aliphatic ketone, formyl, and nitro groups

H Muratake, M Natsume, H Nakai

Index: Muratake, Hideaki; Natsume, Mitsutaka; Nakai, Hiroshi Tetrahedron, 2004 , vol. 60, # 51 p. 11783 - 11803

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Citation Number: 55

Abstract

Intramolecular arylation of properly designed substrates bearing a ketone, formyl, or nitro terminating group was achieved by use of a PdCl2 (Ph3P) 2–Cs2CO3 reaction system to form a variety of carbocyclic compounds. Arylation in ketone compounds afforded benzene- annulated bridged or spirocycloalkanone derivatives, depending on the structure of the cyclization precursors. Arylation in formyl compounds occurred at the α-position (α- ...