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通过钯催化2-溴-3,3,3-三氟丙烯的羰基化反应合成α-CF酰胺

Synthesis of α-CF Amides via Palladium-Catalyzed Carbonylation of 2-Bromo-3,3,3-trifluoropropene.

作者信息

Wen Xiao Rui, Zhu Wen Qing, Zhang Cai Lin, Li Hong, Zhang Jin, Yang Min Ge, Kou Yong Li, Liu Yu Xia, Li Yang

机构信息

School of Environmental and Chemical Engineering, Xi'an Polytechnic University, Xi'an 710048, China.

Shaanxi Coal Chemical Industry Technology Research Institute Co., Ltd., Xi'an 710065, China.

出版信息

ACS Omega. 2023 Feb 8;8(7):7128-7134. doi: 10.1021/acsomega.2c08206. eCollection 2023 Feb 21.

Abstract

Amide compounds are important organic compounds, which play an important role in biomedical chemistry, materials science, life science, and other fields. The synthesis of α-CF amides, especially compounds containing 3-(trifluoromethyl)-1,3,4,5-tetrahydro-2-benzo[][1,4]diazepine-2-one, has long been a challenge due to the tensile properties and instability of the rings. Here, we report an example of palladium-catalyzed carbonylation of CF-containing olefin to form α-CF acrylamide. By controlling the ligands, we can get different amide compounds as products. This method has good substrate adaptability and functional group tolerance.

摘要

酰胺化合物是重要的有机化合物,在生物医学化学、材料科学、生命科学等领域发挥着重要作用。α-CF酰胺的合成,尤其是含有3-(三氟甲基)-1,3,4,5-四氢-2-苯并[][1,4]二氮杂卓-2-酮的化合物,由于环的拉伸性能和不稳定性,长期以来一直是一个挑战。在此,我们报道了一个钯催化含CF烯烃羰基化形成α-CF丙烯酰胺的例子。通过控制配体,我们可以得到不同的酰胺化合物作为产物。该方法具有良好的底物适应性和官能团耐受性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/73f7/9948557/3ad767d4cd2d/ao2c08206_0002.jpg

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