Two-step synthesis of vicinal trifluoromethyl primary amines from α-(trifluoromethyl)styrenes and phthalimide†

IF 2.7 3区 化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2024-06-12 Epub Date: 2024-05-17 DOI:10.1039/d4ob00567h
Ying Liu , Jiaqi Huang , Zhudi Sun , Yupian Deng , Yuhao Qian , Qingchun Huang , Song Cao
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Abstract

A novel two-step synthesis of β-trifluoromethyl primary amines from readily available α-(trifluoromethyl)styrenes and phthalimide is developed. The first step involves a hydroamination between α-(trifluoromethyl)styrenes and phthalimide (PhthNH) with the assistance of a base. Next, the hydrazinolysis of the resulting N-(β-trifluoromethyl-β-arylethyl)phthalimides with hydrazine hydrate affords the desired N-(β-trifluoromethyl-β-arylethyl)amines.

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由 α-(三氟甲基)苯乙烯和邻苯二甲酰亚胺两步合成邻位三氟甲基伯胺。
本研究开发了一种新颖的两步合成法,利用现成的 α-(三氟甲基)苯乙烯和邻苯二甲酰亚胺合成 β-三氟甲基伯胺。第一步是在α-(三氟甲基)苯乙烯和邻苯二甲酰亚胺(PhthNH)之间在碱的帮助下进行氢化反应。接着,用水合肼对得到的 N-(β-三氟甲基-β-芳基乙基)邻苯二甲酰亚胺进行肼解,得到所需的 N-(β-三氟甲基-β-芳基乙基)胺。
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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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