二氟烃和胺酮环化机理的认识。

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-05-08 DOI:10.1021/acs.joc.5c00598

Shi Cheng,Tian Chen,Jiaxi Xu

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引用次数: 0

摘要

对所有提出的二氟烃和胺酮环化的可能机制进行了计算研究，对环化提供了全面的机制见解。结果表明，异步协同[4 + 1]环加成反应更有利于二氟苯和胺酮的环化，得到2,2-二氟-2,3-二氢呋喃-3-胺衍生物，而很难得到3,3-二氟-2,3-二氢呋喃-2-胺衍生物，这些衍生物甚至有文献记载可以得到，应该是次要产物。实验进一步验证了计算结果。目前的研究对二氟烃和胺酮的环化提供了全面的了解，并纠正了不合理的报道结果。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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Mechanistic Insights on the Annulation of Difluorocarbene and Enaminones.

Computational studies on all proposed possible mechanisms of the annulations of difluorocarbene and enaminones were carried out, providing comprehensive mechanistic insights into the annulations. The results suggest that the asynchronous concerted [4 + 1] cycloaddition is more favorable for the annulation of difluorocarbene and enaminones, leading to 2,2-difluoro-2,3-dihydrofuran-3-amine derivatives and hardly to 3,3-difluoro-2,3-dihydrofuran-2-amine derivatives, which were even documented to be obtained and should be minor products. The calculation results were further verified experimentally. The current studies provide a thorough understanding of the annulation of difluorocarbene and enaminones and correct an unreasonable reported result.

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来源期刊

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： 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.