CF3CH2-Amides/Propiolamides/Acrylamides 的合成：TfOH 催化腈化合物与 CF3CHN2 的反应

IF 4.4 2区化学 Q2 CHEMISTRY, APPLIED

Advanced Synthesis & Catalysis Pub Date : 2024-10-14 DOI:10.1002/adsc.202401120

Soni Devi, Madan Kumar, Manisha Lamba, Avijit Goswami

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引用次数: 0

摘要

本研究开发了一种高效且操作简单的方案，通过直接转化容易获得的腈类（芳基/烷基/炔基/乙烯基）和原位生成的 CF3CHN2 作为三氟乙基化试剂，获得 N-(2,2,2-三氟乙基)酰胺/丙炔酰胺和丙烯酰胺。该方案在温和的反应条件下具有广泛的官能团耐受性。此外，使用 BnN3 通过 Ru 催化 [3+2] 环加成反应将三氟乙基化丙炔酰胺转化为其三唑类似物，清楚地表明了其在合成应用中的多功能性。

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Synthesis of CF3CH2-Amides/Propiolamides/Acrylamides: The TfOH Catalyzed Reactions of Nitrile Compounds with CF3CHN2

An efficient and operationally simple protocol to access N-(2,2,2-trifluoroethyl)amides/propiolamides and acrylamides via direct conversion of easily accessible nitriles (aryl/alkyl/alkynyl/vinyl) and in situ generated CF3CHN2 as trifluoroethylating reagent has been developed. The protocol offers broad functional group tolerance under mild reaction conditions. Furthermore, the conversion of trifluoroethylated propiolamide into its triazole analog via Ru-catalyzed [3+2] cycloadditions using BnN3 clearly indicates its versatility in the synthetic applications.

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来源期刊

Advanced Synthesis & Catalysis 化学-应用化学

CiteScore

9.40

自引率

7.40%

发文量

447

审稿时长

1.8 months

期刊介绍： Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry. The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.