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通过串联自由基加成/环化反应实现芳基丙烯酰胺的碳甲基化反应,生成3-乙基-3-取代吲哚啉-2-酮。

The carbomethylation of arylacrylamides leading to 3-ethyl-3-substituted indolin-2-one by cascade radical addition/cyclization.

作者信息

Dai Qiang, Yu Jintao, Jiang Yan, Guo Songjin, Yang Haitao, Cheng Jiang

机构信息

School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, and Jiangsu Province Key Laboratory of Fine Petrochemical Engineering, Changzhou University, Changzhou, 213164, P. R. China.

出版信息

Chem Commun (Camb). 2014 Apr 14;50(29):3865-7. doi: 10.1039/c4cc01053a. Epub 2014 Mar 4.

Abstract

An FeCl2-promoted carbomethylation of arylacrylamides by di-tert-butyl peroxide (DTBP) is achieved, leading to 3-ethyl-3-substituted indolin-2-one in high yield. The reaction tolerates a series of functional groups, such as cyano, nitro, ethyloxy carbonyl, bromo, chloro, and trifluoromethyl groups. The radical methylation and arylation of the alkenyl group are involved in this reaction.

摘要

实现了二氯化铁促进的芳基丙烯酰胺与二叔丁基过氧化物(DTBP)的碳甲基化反应,可高产率地生成3-乙基-3-取代吲哚啉-2-酮。该反应能耐受一系列官能团,如氰基、硝基、乙氧基羰基、溴、氯和三氟甲基。该反应涉及烯基的自由基甲基化和芳基化。

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