N-Heterocyclic Carbene Catalyzed Cross Dehydrogenative Coupling of Aldehydes with Methanol: Combined Use of Eosin Y and Hexachloroethane
N-Heterocyclic Carbene Catalyzed Cross Dehydrogenative Coupling of Aldehydes with Methanol: Combined Use of Eosin Y and Hexachloroethane
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N-杂环卡宾催化醛与甲醇的交叉脱氢偶联：曙红 Y 和六氯乙烷的联合使用
DOI：
10.1055/a-1918-4406
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发表时间：
2022
期刊：
影响因子：
--
通讯作者：
Miyazaki Yuuki
中科院分区：
文献类型：
--
作者：
Miyabe Hideto;Yoshioka Eito;Takahashi Hiroki;Kubo Akane;Ohno Miki;Watanabe Fuuka;Shiono Rino;Miyazaki Yuuki
以曙红Y·Na为有机光催化剂，在有机催化条件下，研究了氮杂环卡宾与甲醇的交叉偶联反应.曙红Y·Na和六氯乙烷（C2Cl6）的联合使用是各种醛的氧化酯化的有效方法，因为氧化步骤通过与活化的光催化剂和C2Cl6相关的两条途径促进。相比之下，曙红Y·Na和溴三氯甲烷（BrCCl3）的联合使用仅对简单肉桂醛衍生物的氧化酯化有效，其中BrCCl3作为溴化试剂促进氧化为自由基中间体。
Cross dehydrogenative coupling of aldehydes with methanol was investigated under organocatalytic conditions based on the cooperation betweenN-heterocyclic carbene and eosin Y·Na as an organophotocatalyst. The combined use of eosin Y·Na and hexachloroethane (C2Cl6) was the effective method for the oxidative esterification of various aldehydes, because the oxidation steps are promoted by two pathways associated with the activated photocatalyst and C2Cl6. In contrast, the combined use of eosin Y·Na and bromotrichloromethane (BrCCl3) was effective only for the oxidative esterification of simple cinnamaldehyde derivatives, in which BrCCl3promotes the oxidation as a brominating reagent toward radical intermediates.