Organic letters

Direct synthesis of 1-indanones via Pd-catalyzed olefination and ethylene glycol-promoted Aldol-type annulation cascade

J Ruan, JA Iggo, J Xiao

Index: Ruan, Jiwu; Saidi, Ourida; Iggo, Jonathan A.; Xiao, Jianliang Journal of the American Chemical Society, 2008 , vol. 130, # 32 p. 10510 - 10511

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Citation Number: 13

Abstract

A wide range of multisubstituted 1-indanones of potential pharmaceutical use were synthesized in a one-pot fashion in moderate to excellent yields via palladium catalysis in ethylene glycol. The Heck reaction first installs an enol functionality on the aromatic ring; this is followed by an ethylene glycol promoted aldol-type annulation with a neighboring carbonyl group, resulting in the formation of various 1-indanones.