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Rhodium(I)-Catalyzed Carboxylation of Aryl- and Alkenylboronic Esters with CO<sub>2</sub>

Journal of the American Chemical SocietyPublished 15 June 2006
Kazutoshi Ukai, Masao Aoki, Jun Takaya, Nobuharu Iwasawa
Citations321
SJR quartileQ1
SJR score5.55
SNIP2.61

TL;DR

This method would be a useful method for the preparation of various functionalized aryl- and alkenyl-carboxylic acids.

Abstract

When the esters of arylboronic acids with 2,2-dimethylpropan-1,3-diol were treated with a catalytic amount of [Rh(OH)(cod)]2 in the presence of 1,3-bis(diphenylphosphino)propane and CsF in dioxane at 60 degrees C under carbon dioxide atmosphere, the benzoic acid derivatives were obtained in good yields. Reactions of alkenylboronic esters also proceeded under similar conditions to give alpha,beta-unsaturated carboxylic acids. As these boronic esters are now easily available through coupling or direct borylation reactions, this method would be a useful method for the preparation of various functionalized aryl- and alkenyl-carboxylic acids.

Keywords

ChemistryChemical Engineering