Photocatalytic stereoselective synthesis of amido-substituted (E)-α-trifluoromethyl allylamines via Heck-type alkylation†

IF 2.7 3区 化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2025-01-16 Epub Date: 2025-01-28 DOI:10.1039/d4ob02102a
Lingli Liu , Yangian Cheng , Changduo Pan , Jin-Tao Yu
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Abstract

A Heck-type alkylation of enamides with N-trifluoroethyl hydroxylamine reagents was developed under photocatalytic conditions. This stereoselective reaction provides amido-substituted (E)-α-trifluoromethyl allylamines in yields up to 96%. In the mechanism, photoredox-induced 1,2-H shift of the in situ generated N-trifluoroethyl radical was involved.

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heck型烷基化光催化立体选择性合成酰胺取代(E)-α-三氟甲基烯丙胺。
在光催化条件下,用n -三氟乙基羟胺试剂进行了烯酰胺的heck型烷基化反应。该立体选择性反应提供了酰胺取代(E)-α-三氟甲基烯丙胺,收率高达96%。其机制涉及光氧化还原诱导原位生成的n -三氟乙基的1,2- h移位。
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来源期刊
Organic & Biomolecular Chemistry
Organic & Biomolecular Chemistry 化学-有机化学
CiteScore
5.50
自引率
9.40%
发文量
1056
审稿时长
1.3 months
期刊介绍: Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.
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