Synthesis of Benzylidenesuccinates through Rhodium(III)‐Catalyzed C‐H Alkenylation with Itaconate

Synthesis of Benzylidenesuccinates through Rhodium(III)‐Catalyzed C‐H Alkenylation with Itaconate
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铑(III)催化衣康酸酯C-H烯基化合成亚苄基琥珀酸酯

DOI:
10.1002/ajoc.202100774
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发表时间:
2022
影响因子:
2.7
通讯作者:
Satoh Tetsuya
Satoh Tetsuya
中科院分区:
化学3区
文献类型:
--
作者:
Ochiai Shiho;Yoshimoto Risa;Usuki Yoshinosuke;Satoh Tetsuya

文献摘要

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在铑催化下,芳香酰胺与衣康酸二甲酯通过酰胺基引导的邻位C-H键断裂,顺利地进行缩合偶联,生成亚苄基琥珀酸酯。包括苯甲酸和邻苯二甲酸在内的芳香族羧酸也与衣康酸酯偶联,主要得到1:2偶联产物。已知亚苄基琥珀酸衍生物具有多种生物活性。这些反应提供了对重要结构的容易接近。
The dehydrogenative coupling of aromatic amides with dimethyl itaconate proceeds smoothly under rhodium catalysis throughorthoC−H bond cleavage directed by their amide group to produce benzylidenesuccinates. Aromatic carboxylic acids including benzoic and phthalic acids also couple with the itaconate to give 1 : 2 coupling products predominantly. Benzylidenesuccinic acid derivatives have been known to show various biological activities. These reactions provide easy access to the important structures.