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
Rok vydání:	2018
Předmět:	chemistry.chemical_compound chemistry Trimethylsilyl 010405 organic chemistry Reagent Isocyanide Organic Chemistry Physical and Theoretical Chemistry 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry 0104 chemical sciences
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
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::b82023e982356563ab0a04bc5a7e0bdd https://doi.org/10.1021/acs.orglett.8b02328 Zobrazit plný text záznamu