选择性氟介导的氧化脱胺:芳香醛合成的可扩展方法

IF 1.8 3区 化学 Q3 CHEMISTRY, ORGANIC Synthetic Communications Pub Date : 2025-03-04 Epub Date: 2025-01-31 DOI:10.1080/00397911.2025.2458625
Chengkan Gao , Lin Li , Xiangyang Lin , Renming Pan , Wenfang Zheng
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引用次数: 0

摘要

无催化剂无过度氧化的氧化脱胺反应是芳香族醛合成中一个相当大的挑战。在此,我们引入了一个选择性氟介导的Lewis酸体系,该体系通过α-C-H键激活实现了苯胺的氧化脱胺,从而产生芳香醛。值得注意的特点包括直接使用Selectfluor,可以在无催化剂和无碱条件下通过原位脱氢氟化效应激活α-C-H键。该方法证明了广泛范围的苯胺没有过度氧化,并完成200毫摩尔规模的合成。
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Selectfluor-mediated oxidative deamination: A scalable approach to aromatic aldehydes synthesis
The catalyst-free oxidative deamination without over-oxidation constitutes a considerable challenge in the synthesis of aromatic aldehydes. Herein, we introduce a Selectfluor-mediated Lewis acid system that achieves the oxidative deamination of benzylic amines with α-C-H bond activation to yield aromatic aldehydes. Noteworthy features include the direct use of Selectfluor that can activate the α-C-H bond under catalyst- and base-free conditions via the in-situ dehydrofluorination effect. The approach is demonstrated for a broad scope of benzylic amines without over-oxidation and accomplishes 200 mmol scale synthesis.
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来源期刊
Synthetic Communications
Synthetic Communications 化学-有机化学
CiteScore
4.40
自引率
4.80%
发文量
156
审稿时长
4.3 months
期刊介绍: Synthetic Communications presents communications describing new methods, reagents, and other synthetic work pertaining to organic chemistry with sufficient experimental detail to permit reported reactions to be repeated by a chemist reasonably skilled in the art. In addition, the Journal features short, focused review articles discussing topics within its remit of synthetic organic chemistry.
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