4.6 Article

Synthesis of α-CF3 Amides via Palladium-Catalyzed Carbonylation of 2-Bromo-3,3,3-trifluoropropene

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ACS OMEGA
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AMER CHEMICAL SOC
DOI: 10.1021/acsomega.2c08206

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Amide compounds are important in various fields like biomedical chemistry, materials science, and life science. The synthesis of alpha-CF3 amides, especially compounds with 3-(trifluoromethyl)-1,3,4,5-tetrahydro-2H-benzo[b][1,4]diazepine-2-one, has been a challenge due to their tensile properties and instability of the rings. However, by using a palladium-catalyzed carbonylation reaction, we have successfully synthesized alpha-CF3 acrylamide. By controlling the ligands, we can obtain different amide compounds with good substrate adaptability and functional group tolerance.
Amide compounds are important organic com-pounds, which play an important role in biomedical chemistry, materials science, life science, and other fields. The synthesis of alpha- CF3 amides, especially compounds containing 3-(trifluoromethyl)-1,3,4,5-tetrahydro-2H-benzo[b][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 CF3-containing olefin to form alpha-CF3 acrylamide. By controlling the ligands, we can get different amide compounds as products. This method has good substrate adaptability and functional group tolerance.

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