Palladium-catalyzed carbonylative cyclization of 1-iodo-2-alkenylbenzenes

…, C Copéret, S Ma, T Mita, T Sugihara…

Index: Negishi, Ei-Ichi; Coperet, Christophe; Ma, Shengming; Mita, Takeshi; Sugihara, Takumichi; Tour, James M. Journal of the American Chemical Society, 1996 , vol. 118, # 25 p. 5904 - 5918

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Citation Number: 103

Abstract

The Pd-catalyzed carbonylation of ω-vinyl-substituted o-iodoalkenylbenzenes 1-4 can provide up to modest yields (50-60%) of 5-and 6-membered Type I cyclic acylpalladation products, ie, α, β-unsaturated cyclic ketones, in the absence of an external nucleophile and high yields of 5-and 6-membered Type II cyclic acylpalladation products, ie, α-or β- ((alkoxycarbonyl) methyl) substituted cyclic ketones in the presence of an alcohol, eg, ...

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