邻羟基胺酮的可见光驱动串联环化：获得3-（α-芳基磺胺）三氟乙基色酮

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-04-22 DOI:10.1021/acs.joc.5c00424

Jinwei Yuan, Qiyang Liu, Xuanlin Liu, Da Wang, Meng Yan, Xianghui Meng, Ji Ma, Lingbo Qu

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引用次数: 0

摘要

在没有过渡金属催化剂或碱的情况下，利用以前未报道的n -三氟乙基氨基吡啶盐实现了可见光驱动的胺酮分子间串联α-氨基三氟乙基化/环化。该合成方法具有条件温和、选择性高、官能团相容性好、产率高等特点。初步的机理研究表明，反应通过自由基途径进行，包括原位生成n -三氟乙基自由基，然后是1,2- h移位。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Visible-Light-Driven Tandem Cyclization of o-Hydroxyaryl Enaminones: Access to 3-(α-Arylsulfonamido)trifluoroethyl Chromones

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Visible-Light-Driven Tandem Cyclization of o-Hydroxyaryl Enaminones: Access to 3-(α-Arylsulfonamido)trifluoroethyl Chromones

A visible-light-driven intermolecular tandem α-amidotrifluoroethylation/cyclization of enaminones using a previously unreported N-trifluoroethylaminopyridinium salt was achieved in the absence of transition metal catalysts or bases. Notable features of this synthetic method include mild conditions, high selectivity, excellent functional group compatibility, and satisfactory yields. Preliminary mechanistic studies indicate that the reaction proceeds via a radical pathway, involving an in situ generated N-trifluoroethyl radical, followed by a 1,2-H shift.

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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.