{"title":"Tandem Hydrocyanation and Nitrile/Amide Cyclization of Propiolamides: A Rapid Access to 5‐Iminopyrrolones","authors":"Jiawen Hu, Suliang Wang, Lingna Wang, Jinguo Long, Xianjie Fang","doi":"10.1002/cctc.202401255","DOIUrl":null,"url":null,"abstract":"A Pd‐catalyzed synthesis of 5‐iminopyrrolones from propiolamides was developed, which featured wide substrate scope and good yields. This efficient conversion involved a tandem hydrocyanation, E to Z isomerization of alkenes, and nitrile/amide cyclization. Control experiments show the intermediacy of β‐cyanation products, and the Z‐isomers was efficiently converted to the target products by Pd/L2 catalysis only after the cyanation reagent was completely consumed.","PeriodicalId":141,"journal":{"name":"ChemCatChem","volume":"10 1","pages":""},"PeriodicalIF":3.8000,"publicationDate":"2024-08-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"ChemCatChem","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/cctc.202401255","RegionNum":3,"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 Pd‐catalyzed synthesis of 5‐iminopyrrolones from propiolamides was developed, which featured wide substrate scope and good yields. This efficient conversion involved a tandem hydrocyanation, E to Z isomerization of alkenes, and nitrile/amide cyclization. Control experiments show the intermediacy of β‐cyanation products, and the Z‐isomers was efficiently converted to the target products by Pd/L2 catalysis only after the cyanation reagent was completely consumed.
研究人员开发了一种钯催化的从丙炔酰胺合成 5-亚氨基吡咯啉酮的方法，该方法具有底物范围广、收率高的特点。这种高效的转化过程包括串联氢氰酸化、烯烃的 E 到 Z 异构化以及腈/酰胺环化。对照实验表明，β-氰化产物为中间产物，只有在氰化试剂完全消耗后，Z-异构体才能在 Pd/L2 催化下高效转化为目标产物。
期刊介绍：
With an impact factor of 4.495 (2018), ChemCatChem is one of the premier journals in the field of catalysis. The journal provides primary research papers and critical secondary information on heterogeneous, homogeneous and bio- and nanocatalysis. The journal is well placed to strengthen cross-communication within between these communities. Its authors and readers come from academia, the chemical industry, and government laboratories across the world. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies, and is supported by the German Catalysis Society.
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