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一种利用N，N-二甲基甲酰胺的氢氧化物辅助分解，使芳基氟化物和氯化物与二甲胺进行亲核芳香取代反应的通用方法。

A General Method for Nucleophilic Aromatic Substitution of Aryl Fluorides and Chlorides with Dimethylamine using Hydroxide-Assisted Decomposition of N,N-Dimethylforamide.

作者信息

Garcia Juana, Sorrentino Jacob, Diller Emily J, Chapman Daniel, Woydziak Zachary R

机构信息

Department of Physical and Life Sciences, Nevada State College, Henderson, NV 89002.

出版信息

Synth Commun. 2016;46(5):475-481. doi: 10.1080/00397911.2016.1147051. Epub 2016 Feb 9.

DOI:10.1080/00397911.2016.1147051
PMID:27688484
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5036528/
Abstract

A practical and convenient procedure for the nucleophilic aromatic substitution of aryl fluorides and chlorides with dimethylamine was developed using a hydroxide assisted, thermal decomposition of N,N-dimethylforamide. These conditions are tolerant of nitro, nitrile, aldehyde, ketone, and amide groups but will undergo acyl substitution to form amides for methyl esters and acyl chlorides. Isolated yields of the products range from 44 - 98%, with the majority being greater than 70% for seventeen examples.

摘要

利用氢氧化钾辅助的N，N-二甲基甲酰胺热分解反应，开发了一种实用且便捷的方法，用于芳基氟化物和氯化物与二甲胺的亲核芳香取代反应。这些条件对硝基、腈基、醛基、酮基和酰胺基具有耐受性，但会发生酰基取代反应，与甲酯和酰氯形成酰胺。产物的分离产率在44%-98%之间，17个实例中的大多数产率大于70%。

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