Palladium??Catalyzed Intramolecular Oxidative Alkylation of 4??Pentenyl β??Dicarbonyl Compounds

…, X Wang, T Pei, RA Widenhoefer

Index: Liu, Cong; Wang, Xiang; Pei, Tao; Widenhoefer, Ross A. Chemistry - A European Journal, 2004 , vol. 10, # 24 p. 6343 - 6352

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Abstract

Abstract Reaction of 8-nonene-2, 4-dione with a catalytic amount of [PdCl 2 (CH 3 CN) 2](2; 5 mol%) and a stoichiometric amount of CuCl 2 (2.5 equiv) at room temperature for 3 h led to oxidative alkylation and formation of 2-acetyl-3-methyl-2-cyclohexenone in 80% isolated yield. The oxidative alkylation of 4-pentenyl β-diketones tolerated a number of terminal acyl groups and substitution at the C1 and C3 carbon atoms of the 4-pentenyl chain. Likewise, ...