α-(三氟甲基)苯乙烯的实用亚铜催化反马尔科夫尼科夫二氟乙酰胺化反应

IF 1.5 4区化学 Q3 CHEMISTRY, ORGANIC Tetrahedron Letters Pub Date : 2024-10-05 DOI:10.1016/j.tetlet.2024.155310

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引用次数: 0

摘要

成功地进行了 α-(三氟甲基)苯乙烯的反马尔科夫尼科夫二氟乙酰胺化反应，以良好的收率得到 2,2,5,5,5- 五氟戊酰胺。该反应由 CuBr 在 MeCN 中以五甲基二乙烯三胺 (PMDETA) 存在的条件下催化，在氮气氛下进行。为了评估取代基团对芳香环的影响，在开发的催化体系中测试了两个系列的底物。此外，还进行了放大应用和机理研究。

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Practical cuprous catalyzed anti-Markovnikov difluoroacetamidation of α-(trifluoromethyl)styrenes

An anti-Markovnikov difluoroacetamidation of α-(trifluoromethyl)styrenes was successfully performed, yielding 2,2,5,5,5-pentafluoropentanamides in good yields. This reaction was catalyzed by CuBr in the presence of pentamethyldiethylenetriamine (PMDETA) in MeCN, conducted under a nitrogen atmosphere. To assess the influence of substituent groups on the aromatic ring, two series of substrates were tested within the developed catalytic system. Additionally, scale-up applications and mechanistic studies were carried out.

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来源期刊

Tetrahedron Letters 化学-有机化学

CiteScore

3.50

自引率

5.60%

发文量

521

审稿时长

28 days

期刊介绍： Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.