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Visible Light-Induced Decarboxylative Alkylation of Heterocyclic Aromatics with Carboxylic Acids via Anthocyanin as a Photocatalyst.
Chemistry - An Asian Journal ( IF 4.1 ) Pub Date : 2020-05-08 , DOI: 10.1002/asia.202000277
Rui Guo 1 , Minghui Zuo 1 , Qinye Tian 1 , Chuanfu Hou 1 , Shouneng Sun 1 , Weihao Guo 1 , Hongfeng Wu 1 , Wenyi Chu 1 , Zhizhong Sun 1
Affiliation  

A visible light‐induced decarboxylative alkylation of heterocyclic aromatics with aliphatic carboxylic acids was developed by using anthocyanins as a photocatalyst under mild conditions. A series of alkylated heterocyclic compounds were obtained in moderate to good yields by using the metal‐free decarboxylative coupling reaction under blue light. This strategy uses cheap and readily available carboxylic acids as alkylation reagents with good functional group tolerance and environmental friendliness. It is worth noting that this is the first time that anthocyanin has been used to catalyze the Minisci‐type C−H alkylation. The mechanism of decarboxylation alkylation was studied by capturing the adduct of alkyl radical and hydroquinone, thus confirming a radical mechanism. This protocol provides an alternative visible light‐induced decarboxylative alkylation for the functionalization of heterocyclic aromatics.

中文翻译:

通过花青素作为光催化剂,可见光诱导杂环芳烃与羧酸的脱羧烷基化。

花青素作为光催化剂,在温和的条件下,开发了可见光诱导的杂环芳烃与脂肪族羧酸的脱羧烷基化反应。通过在蓝光下使用无金属的脱羧偶联反应,以中等至良好的收率获得了一系列烷基化杂环化合物。该策略使用廉价且容易获得的羧酸作为烷基化试剂,具有良好的官能团耐受性和环境友好性。值得注意的是,这是花青素首次用于催化Minisci型CH烷基化反应。通过捕获烷基自由基和氢醌的加合物来研究脱羧烷基化的机理,从而证实了自由基机理。
更新日期:2020-07-01
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