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铁催化偕二取代乙烯基乙酸酯与硝酮的环化反应:一种直接[4 + 2]组装策略,可得到 2,4-二取代喹啉。

Iron-Catalyzed Cyclization of Nitrones with Geminal-Substituted Vinyl Acetates: A Direct [4 + 2] Assembly Strategy Leading to 2,4-Disubstituted Quinolines.

机构信息

School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, Advanced Catalysis and Green Manufacturing Collaborative Innovation Center, Changzhou University , Changzhou 213164, P. R. China.

出版信息

J Org Chem. 2016 Nov 18;81(22):10825-10831. doi: 10.1021/acs.joc.6b01910. Epub 2016 Oct 28.

Abstract

An iron-catalyzed intermolecular [4 + 2] cyclization of arylnitrones with geminal-substituted vinyl acetates was developed for the synthesis of 2,4-disubstituted quinolines in moderate to good yields with good functional group compatibilities. Preliminary mechanistic studies suggest a plausible iron-catalyzed C-H activation process under external-oxidant-free conditions.

摘要

一种铁催化的芳基硝酮与偕二取代的乙烯基乙酸酯的分子间[4 + 2]环化反应被开发出来,用于中等至良好收率合成 2,4-二取代的喹啉,具有良好的官能团兼容性。初步的机理研究表明,在外源氧化剂不存在的条件下,可能存在铁催化的 C-H 活化过程。

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