Journal of Organic Chemistry p. 422 - 424 (1987)
Update date:2022-08-05
Topics:
McKean, D. R.
Parrinello, G.
Renaldo, A. F.
Stille, J. K.
Highly functionalized styrene derivatives have been synthesized in a single step by the palladium-catalyzed coupling of aryl bromides with tributylethenylstannane.Aryl bromides substituted with electron-withdrawing groups couple rapidly under the reaction conditions while bromides containing electron-donating substituents require further addition of catalyst for complete conversion. 1,4-Dibromobenzene can be coupled in a highly selective fashion with either 1 or 2 equiv of tin reagent to give 4-bromostyrene or diethenylbenzene, respectively.
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