ISSN:
1573-9171
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Conclusions 1. N-nonsubstituted alkanesulfonamides under the action of Na2S2O8-AgNO3-CuSO4 are transformed into 3-oxoalkanesulfonamides by regiospecific γ-oxidation with yields of 90–100% based on consumed substrate. 2. The reaction mechanism includes generation of nitrogen-centered sulfonylamidyl radicals and rearrangement with 1,5-hydrogen migration to carbon centered radicals as recorded by EPR. The regiospecificity of the 1,5-hydrogen migration is determined probably by complex formation of the sulfonylamidyl radicals with silver ions.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00962750