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镍催化的乙烯基叠氮化物与环丁酮肟酯的自由基环化反应,以获得含氰基烷基的喹喔啉-2(1H)-酮。

Ni-Catalyzed radical cyclization of vinyl azides with cyclobutanone oxime esters to access cyanoalkyl containing quinoxalin-2(1)-ones.

机构信息

Key Laboratory of Functionalized Molecular Solids, Ministry of Education, Anhui Key Laboratory of Molecule-Based Materials, College of Chemistry and Materials Science, Anhui Normal University, Wuhu, Anhui 241000, China.

出版信息

Org Biomol Chem. 2021 Jun 2;19(21):4697-4700. doi: 10.1039/d1ob00610j.

Abstract

A nickel-catalyzed cascade addition/cyclization of 2-azido-N-arylacrylamides and cyclobutanone oxime esters for the construction of 3-cyanoalkylated quinoxalin-2(1H)-ones is developed. This reaction proceeds under mild conditions with good functional group tolerance and broad substrate scope. A preliminary mechanistic experiment indicated that the cyanoalkyl radical might be involved in this transformation.

摘要

镍催化的 2-叠氮-N-芳基丙烯酰胺和环丁酮肟酯的级联加成/环化反应,用于构建 3-氰烷基化的喹喔啉-2(1H)-酮。该反应在温和的条件下进行,具有良好的官能团容忍度和广泛的底物范围。初步的机理实验表明,氰烷基自由基可能参与了这一转化。

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