103085-23-0Relevant academic research and scientific papers
REGIOSPECIFIC OXIDATIVE CYCLIZATION OF N-METHYLSULFONYLAMINES INTO PYRROLIDINES
Nikishin, Gennady I.,Troyansky, Emmanuil I.,Lazareva, Margarite I.
, p. 4279 - 4288 (2007/10/02)
In the framework of the approach to remote oxidative functionalization of organic compounds of various classes, which is currently under exploration by us and which is based on reactions of element-centred free radicals, the regiospecific oxidative cyclization of N-methylsulfonylalkylamines 3 into N-methylsulfonylpyrrolidines 4 has been accomplished.The more facile isomerisation of intermediate sulfonamidyl radicals 8 with 1,5-H shift in comparison with their carboxamidyl analogues 16 is, in our opinion, the chemical proof of different electronic configurations of radicals 8 (? structure) and 16 (predominantly ? structure) generated under identical conditions using Na2S2O8-CuCl2 system.
