Rhodium(I)-catalyzed carboxylation of aryl- and alkenylboronic esters with CO2.

Rhodium(I)-catalyzed carboxylation of aryl- and alkenylboronic esters with CO2.
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DOI:
10.1021/ja061232m
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发表时间:
2006-06
影响因子:
15
通讯作者:
Kazutoshi Ukai;Masao Aoki;J. Takaya;N. Iwasawa
Kazutoshi Ukai;Masao Aoki;J. Takaya;N. Iwasawa
中科院分区:
化学1区
文献类型:
--
作者:
Kazutoshi Ukai;Masao Aoki;J. Takaya;N. Iwasawa

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当芳基硼酸与2,2-二甲基丙-1,3-二醇的酯在1,3-双(二苯基膦基)丙烷和CsF存在下在二氧六环中在60 ℃和二氧化碳气氛下用催化量的[Rh(OH)(cod)]2处理时,以良好的产率获得苯甲酸衍生物。烯基硼酸酯的反应也在类似条件下进行,得到α,β-不饱和羧酸。由于这些硼酸酯现在可以通过偶联或直接硼基化反应容易地获得,因此该方法将是制备各种官能化的芳基-和烯基-羧酸的有用方法。
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.