Radical Cyanotrifluoromethylation of Isocyanides: Step-Economical Access to CF3-Containing Nitriles, Amines, and Imines
Autor: | Shuang Chen, Da-Fu Feng, Deng Yuan Li, Pei Nian Liu |
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Rok vydání: | 2018 |
Předmět: | |
Zdroj: | Organic Letters. 20:5418-5422 |
ISSN: | 1523-7052 1523-7060 |
Popis: | A novel copper-catalyzed radical cyanotrifluoromethylation has been achieved through a multicomponent reaction of isocyanides, Togni's reagent, and trimethylsilyl cyanides, affording trifluoroacetimidoyl nitriles in good yields. This reaction demonstrates a unique feature of merging two valuable functional groups-trifluoromethyl (CF3) and cyan (CN)-onto the same C atom. The transformation proceeds by the initial addition of the CF3 radical to isocyanide and the subsequent intermolecular C-CN formation. The products can be successfully transformed to a series of CF3-containing amines and imines that may serve in the synthesis of valuable pharmaceuticals and agrochemicals. |
Databáze: | OpenAIRE |
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