{"title":"Direct synthesis of amides from nitroarenes and carboxylic acids via CO-mediated reduction","authors":"Mikhail A. Losev, Oleg I. Afanasyev, Denis Chusov","doi":"10.1016/j.jcat.2025.116042","DOIUrl":null,"url":null,"abstract":"A highly efficient direct carbon monoxide-mediated protocol for converting nitroarenes and carboxylic acids to amides was developed. Investigation of the reaction kinetics and a Hammett study allowed us to reveal the reaction mechanism and the best reaction conditions. An observed apparent partial reaction order by nitroarene in this reaction is 0.5 indicating the switch of the rate-determining step during the course of the reaction. A highly valuable Vorinostat precursor with 99% purity was synthesized in a quantitative yield without any purification; the E-factor of the process was 0.35, which fits to the multiton chemistry reactions. All substrate scope was prepared using the simple Ru<sub>3</sub>(CO)<sub>12</sub> as a catalyst, and TON up to 44,400 was achieved.","PeriodicalId":346,"journal":{"name":"Journal of Catalysis","volume":"14 1","pages":""},"PeriodicalIF":6.5000,"publicationDate":"2025-02-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Catalysis","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1016/j.jcat.2025.116042","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}
引用次数: 0
Abstract
A highly efficient direct carbon monoxide-mediated protocol for converting nitroarenes and carboxylic acids to amides was developed. Investigation of the reaction kinetics and a Hammett study allowed us to reveal the reaction mechanism and the best reaction conditions. An observed apparent partial reaction order by nitroarene in this reaction is 0.5 indicating the switch of the rate-determining step during the course of the reaction. A highly valuable Vorinostat precursor with 99% purity was synthesized in a quantitative yield without any purification; the E-factor of the process was 0.35, which fits to the multiton chemistry reactions. All substrate scope was prepared using the simple Ru3(CO)12 as a catalyst, and TON up to 44,400 was achieved.
期刊介绍：
The Journal of Catalysis publishes scholarly articles on both heterogeneous and homogeneous catalysis, covering a wide range of chemical transformations. These include various types of catalysis, such as those mediated by photons, plasmons, and electrons. The focus of the studies is to understand the relationship between catalytic function and the underlying chemical properties of surfaces and metal complexes.
The articles in the journal offer innovative concepts and explore the synthesis and kinetics of inorganic solids and homogeneous complexes. Furthermore, they discuss spectroscopic techniques for characterizing catalysts, investigate the interaction of probes and reacting species with catalysts, and employ theoretical methods.
The research presented in the journal should have direct relevance to the field of catalytic processes, addressing either fundamental aspects or applications of catalysis.
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