Palladium-Catalyzed One-Pot Synthesis of N-Formylaniline Derivatives Using Oxalic Acid as a Dual Carbon Monoxide and Hydrogen Donor

IF 4.9 1区 化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2024-10-21 DOI:10.1021/acs.orglett.4c03714
Nithin Pootheri, Sunwoo Lee
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Abstract

A palladium-catalyzed three-component reaction enabled the synthesis of N-formylanilines from aryl iodides, NaN3, and oxalic acid. This one-pot process involves aminocarbonylation, the Curtius rearrangement, and reduction using oxalic acid as both a carbon monoxide and hydrogen donor. The method has a broad substrate scope, tolerates various functional groups, and delivers N-formylanilines in high yields, making it a green and useful synthetic approach.

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以草酸作为一氧化碳和氢气双重供体,钯催化一锅法合成 N-甲酰基苯胺衍生物
通过钯催化的三组分反应,可以从芳基碘化物、NaN3 和草酸合成 N-甲酰基苯胺。这种一锅反应包括氨基羰基化、柯蒂斯重排和以草酸为一氧化碳和氢供体的还原反应。该方法具有广泛的底物范围,可容忍各种官能团,并能高产 N-甲酰基苯胺,是一种绿色、有用的合成方法。
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来源期刊
Organic Letters
Organic Letters 化学-有机化学
CiteScore
9.30
自引率
11.50%
发文量
1607
审稿时长
1.5 months
期刊介绍: Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.
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