Abstract
An efficient method to synthesize β-ketonitriles from silyl enol ethers by an umploung hypervalent iodine(III)-CN species generated in situ from PhIO/BF3·Et2O/TMSCN has been developed for the first time. This method can be applied to structurally diverse aromatic and aliphatic substrates and further extended to preparation of bioactive compounds like 5-aminopyrazole and 5-aminoisoxazole.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Alcohols / chemistry*
-
Ethers / chemistry*
-
Iodine / chemistry*
-
Isoxazoles / chemical synthesis*
-
Isoxazoles / chemistry
-
Molecular Structure
-
Nitriles / chemical synthesis*
-
Nitriles / chemistry*
-
Pyrazoles / chemical synthesis*
-
Pyrazoles / chemistry
-
Stereoisomerism
Substances
-
5-aminoisoxazole
-
5-aminopyrazole
-
Alcohols
-
Ethers
-
Isoxazoles
-
Nitriles
-
Pyrazoles
-
Iodine