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New example of the dimroth rearrangement. Intramolecular cyclization of acyl derivatives of anthranilic acid nitrile

โœ Scribed by N. V. Abbakumova; Yu. G. Putsykin; Yu. A. Baskakov; Yu. A. Kondrat'ev


Book ID
112348495
Publisher
Springer US
Year
1981
Tongue
English
Weight
242 KB
Volume
17
Category
Article
ISSN
0009-3122

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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-(2,4dinitrohenzenesulfonyl)ami