V. Huber, R. Bartsch
Aug 6, 1998
Citations
0
Influential Citations
29
Citations
Journal
Tetrahedron
Abstract
Abstract Reaction of 2,4-dinitrobenzenesulfonamide with acyl chlorides in the presence of excess triethylamine produces the corresponding nitrile in good to fair yields. Mechanistic studies indicate that the reaction proceeds via a Smiles rearrangement of the initially formed N-(2,4-dinitrobenzenesulfonyl)amide to form the nitrile, 2,4-dinitrophenol and sulfur dioxide.