Palladium-catalyzed arylation of siloxycyclopropanes with aryl triflates. Carbon chain elongation via catalytic carbon-carbon bond cleavage

…, T Fujimura, E Nakamura, I Kuwajima

Index: Aoki, Satoshi; Fujimura, Tsutomu; Nakamura, Eiichi; Kuwajima, Isao Journal of the American Chemical Society, 1988 , vol. 110, # 10 p. 3296 - 3298

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Citation Number: 83

Abstract

The reaction can be illustrated by the formation of isopropyl 3-phenylpropionate (Za, R= i- Pro, 50%) in the reaction of 1-isopropoxy-1-trimethylsiloxycyclopropane (la)* with phenyl triflate (1 equiv, 100" C, benzene or butyonitrile) in the presence of 5-10 mol% of a palladium catalyst. 11a Interestingly, palladiumcatalyzed arylation of la with PhN2BF,, which is known to generate in situ a cationic arylpalladium species upon reaction with a palladium catalyst ...