对氨基苯酚和叔胺的歧化合成中的环己酮酸促胺化反应

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

The Journal of Organic Chemistry Pub Date : 2024-09-18 DOI:10.1021/acs.joc.4c00292

Li Liu, Jun Li, Ya Chen, Shanping Chen, Fuhong Xiao, Guo-Jun Deng

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引用次数: 0

摘要

介绍了一种从仲胺和环己烯酮中选择性制备对氨基苯酚和叔胺的可调方法。非芳香族环己烯酮被用作芳基来源。使用 I2 作为催化剂，可以生成所需的叔胺产品。这种方法在不使用 I2 的情况下生成了单位选择性对氨基苯酚，18O 标记实验证明羟基氧来自 O2。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Acid-Promoted Amination of Cyclohexenone for the Divergent Synthesis of p-Aminophenols and Tertiary Amines

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Acid-Promoted Amination of Cyclohexenone for the Divergent Synthesis of p-Aminophenols and Tertiary Amines

A tunable method for the selective preparation of p-aminophenol and tertiary amines from a secondary amine and cyclohexenone has been described. Nonaromatic cyclohexenones were used as an aryl source. The desired tertiary amine products were generated when using I₂ as the catalyst. This approach yields single-site-selective p-aminophenol without using I₂, and the ¹⁸O labeling experiments demonstrated that hydroxyl oxygen originates from O₂.

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来源期刊

The Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： The Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.