Photocatalytic Carbinol Cation/Anion Umpolung: Direct Addition of Aromatic Aldehydes and Ketones to Carbon Dioxide,Organic Letters

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Photocatalytic Carbinol Cation/Anion Umpolung: Direct Addition of Aromatic Aldehydes and Ketones to Carbon Dioxide
Organic Letters ( IF 4.9 ) Pub Date : 2021-09-01 , DOI: 10.1021/acs.orglett.1c02592
Shintaro Okumura ₁ , Yasuhiro Uozumi ₁

Affiliation

We have developed a new photocatalytic umpolung reaction of carbonyl compounds to generate anionic carbinol synthons. Aromatic aldehydes or ketones reacted with carbon dioxide in the presence of an iridium photocatalyst and 1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzimidazole (DMBI) as a reductant under visible-light irradiation to furnish the corresponding α-hydroxycarboxylic acids through nucleophilic addition of the resulting carbinol anions to electrophilic carbon dioxide.

中文翻译：

光催化甲醇阳离子/阴离子Umpolung：将芳香醛和酮直接添加到二氧化碳中

我们开发了一种新的羰基化合物光催化聚合反应，以生成阴离子甲醇合成子。芳香醛或酮在铱光催化剂和 1,3-二甲基-2-苯基-2,3-二氢-1 H-苯并咪唑 (DMBI) 作为还原剂的存在下与二氧化碳反应，在可见光照射下提供通过将所得的甲醇阴离子与亲电二氧化碳进行亲核加成，生成相应的α-羟基羧酸。

更新日期：2021-09-17

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